Composite flower and fruit aroma type precursor aroma compound as well as preparation method, application and application method thereof

Abstract

The invention discloses a composite flower and fruit aroma type precursor aroma compound, a preparation method, application and an application method, the composite flower and fruit aroma type precursor aroma compound has the following general formula: # imgabs0 #, and R represents # imgabs1 # or # imgabs2 #. According to the technical scheme, 2-aminobenzoic acid methyl ester is used as a raw material, two acylated derivatives are prepared through acylation reaction, and the two compounds are stable in chemical property and can release 2-aminobenzoic acid methyl ester and phenylacetic acid (cinnamic acid) during high-temperature pyrolysis, so that the 2-aminobenzoic acid methyl ester and phenylacetic acid (cinnamic acid) can be recycled. The compound can be used as a stable fragrance precursor to be applied to cigarettes to improve smoke and manifest product characteristics.

Description

Technical Field

[0001] The present invention relates to the technical field of tobacco flavor preparation, and more specifically, to a composite floral and fruity flavor latent aroma compound, a preparation method, an application and an application method. Background Art

[0002] At present, most of the flavors and fragrances used in cigarette production and processing are volatile and unstable, which affects the quality stability of cigarette products. Latent aroma compounds, a class of compounds with low volatility, relatively stable chemical properties, and no aroma or little effect on aroma, can be added to cigarettes and decompose to release specific aroma components after combustion. They have gradually become a research hotspot in recent years.

[0003] Methyl anthranilate (MA) is a compound with a sweet floral and grape-like aroma. It exists naturally in grapes, strawberries, red wine, and white wine. Adding it to tobacco can enrich the aroma and increase the sweetness. However, methyl anthranilate is prone to discoloration due to light during storage and evaporates with water vapor. Therefore, it is of great significance to study the derivatization of methyl anthranilate to obtain stable aroma precursors.

[0004] Therefore, there is an urgent need for a composite floral and fruity latent aroma compound, a preparation method, an application and an application method. Summary of the invention

[0005] The purpose of the present invention is to provide a composite floral and fruity latent aroma compound, a preparation method, an application and an application method to solve the above-mentioned problems in the prior art. The compound has good storage stability and flavoring stability. When added to cigarettes, the compound can give the cigarettes a smoky and fruity aroma and increase the sweetness of the mouth.

[0006] The present invention provides a composite floral and fruity latent aroma compound having the following general formula:

[0007]

[0008] Among them, R represents or .

[0009] The present invention also provides a method for preparing the composite floral and fruity aroma latent aroma compound, comprising the following steps:

[0010] In a reaction container, methyl 2-aminobenzoate and an organic solvent are added, and an organic base and an acylating agent are added in sequence under nitrogen protection, and stirred at room temperature; then the temperature is increased and stirred for reaction; after the reaction is completed, a hydrochloric acid solution is added to the mixed solution, and the aqueous phase and the organic phase are separated, and the aqueous phase is extracted twice with dichloromethane, and then the organic phases are combined and dried; after drying, the organic solvent is removed to obtain a crude product, which is then recrystallized, and filtered and dried to obtain methyl 2-amidobenzoate.

[0011] The method for preparing the composite floral and fruity latent aroma compound as described above, wherein, preferably, the stirring time at room temperature is 1 h to 2 h; the stirring reaction temperature is 40°C to 80°C, and the stirring reaction time is 3 h to 5 h; after the reaction, the concentration of the hydrochloric acid solution added to the mixed solution is 3 mol / L, and in the process of separating the aqueous phase and the organic phase, separation is carried out using a separatory funnel, and in the drying process after the organic phase is combined, drying is carried out using anhydrous magnesium sulfate; after drying, the organic solvent is removed by rotary evaporation, and in the recrystallization process, recrystallization is carried out using anhydrous ethanol.

[0012] In the method for preparing the composite floral and fruity latent aroma compound as described above, preferably, the organic solvent is one of dichloromethane, chloroform, toluene and tetrahydrofuran.

[0013] In the method for preparing the composite floral and fruity latent aroma compound as described above, preferably, the organic base is one of triethylamine and pyridine.

[0014] In the method for preparing the composite floral and fruity latent aroma compound as described above, preferably, the acylating agent is the corresponding phenylacetyl chloride and cinnamoyl chloride.

[0015] In the method for preparing the composite floral and fruity latent aroma compound as described above, preferably, the molar ratio of methyl 2-aminobenzoate, the organic base and the acylating agent is 1:(1-1.5):(1-1.5).

[0016] The present invention also provides an application of the composite floral and fruity aroma latent aroma compound, wherein the composite floral and fruity aroma latent aroma compound is used as a fragrance in a cigarette product.

[0017] The present invention also provides an application method of the composite floral and fruity latent aroma compound, comprising: spraying a 2-amidobenzoic acid methyl ester solution onto shredded tobacco, or preparing a sizing agent from 2-amidobenzoic acid methyl ester and applying it to cigarette paper in an off-line coating manner to obtain flavored cigarette paper.

[0018] The method for applying the composite floral and fruity aroma latent aroma compound as described above, wherein preferably, the step of spraying the methyl 2-amidobenzoate solution onto the tobacco shreds specifically comprises:

[0019] Dissolve methyl 2-amidobenzoate in 95% ethanol solution, dilute to a solution with a concentration of 5% by mass, and then evenly spray it on the tobacco shreds. The amount of methyl 2-amidobenzoate added is 1ppm to 20ppm of the tobacco shreds.

[0020] The method of preparing a sizing agent from methyl 2-amidobenzoate and applying the sizing agent to cigarette paper in an off-line coating manner to obtain a flavored cigarette paper specifically comprises:

[0021] A sizing agent is prepared, wherein the composition of the sizing agent is, by weight percentage, (1-10)% of methyl 2-amidobenzoate, (0.5-1)% of a combustion aid, (60-75)% of ethanol and (14-38.5)% of water; cigarette paper that has undergone pulping, papermaking, forming, dehydration, embossing and drying processes is surface-sizing by an off-line coating method and secondary drying is performed at 60°C-80°C to obtain flavored cigarette paper, wherein the amount of the sizing agent added to the cigarette paper is (5-20) mg / m 2 .

[0022] The present invention provides a composite floral and fruity latent aroma compound, a preparation method, an application and an application method. Two acylated derivatives are prepared by acylation reaction using methyl 2-aminobenzoate as a raw material. The two compounds have stable chemical properties and can release methyl 2-aminobenzoate and phenylacetic acid (cinnamic acid) during high-temperature pyrolysis. The two compounds can be used as stable aroma precursors and applied to cigarettes to improve smoke and give cigarettes a smoky and fruity aroma. BRIEF DESCRIPTION OF THE DRAWINGS

[0023] In order to make the purpose, technical solutions and advantages of the present invention more clear, the present invention will be further described below with reference to the accompanying drawings, in which:

[0024] Figure 1 is the hydrogen nuclear magnetic resonance spectrum of methyl 2-phenylacetamidobenzoate;

[0025] Figure 2 is the carbon NMR spectrum of methyl 2-phenylacetamidobenzoate;

[0026] Figure 3 is the hydrogen nuclear magnetic resonance spectrum of methyl 2-(3-phenyl-2-acrylamido)benzoate;

[0027] Figure 4 is the carbon NMR spectrum of methyl 2-(3-phenyl-2-acrylamide)benzoate;

[0028] Figure 5 The sensory evaluation results of flavored cigarette paper made with compound 1;

[0029] Figure 6Sensory evaluation results of flavored cigarette paper made with compound 2. DETAILED DESCRIPTION

[0030] Various exemplary embodiments of the present disclosure will now be described in detail with reference to the accompanying drawings. The description of the exemplary embodiments is merely illustrative and is in no way intended to limit the present disclosure and its application or use. The present disclosure can be implemented in many different forms and is not limited to the embodiments described herein. These embodiments are provided to make the present disclosure thorough and complete and to fully express the scope of the present disclosure to those skilled in the art. It should be noted that unless otherwise specifically stated, the relative arrangement of the components and steps, the composition of the materials, the numerical expressions and the numerical values ​​set forth in these embodiments should be interpreted as being merely exemplary and not as limiting.

[0031] The words "first", "second" and similar words used in this disclosure do not indicate any order, quantity or importance, but are only used to distinguish different parts. The words "include" or "comprises" and similar words mean that the elements before the word include the elements listed after the word, and do not exclude the possibility of including other elements. "Up", "down" and the like are only used to indicate relative positional relationships. When the absolute position of the described object changes, the relative positional relationship may also change accordingly.

[0032] In the present disclosure, when a specific component is described as being located between a first component and a second component, there may or may not be an intermediate component between the specific component and the first component or the second component. When a specific component is described as being connected to other components, the specific component may be directly connected to the other components without an intermediate component, or may not be directly connected to the other components but have an intermediate component.

[0033] All terms (including technical terms or scientific terms) used in the present disclosure have the same meanings as those understood by ordinary technicians in the field to which the present disclosure belongs, unless otherwise specifically defined. It should also be understood that terms defined in general dictionaries, such as general dictionaries, should be interpreted as having meanings consistent with their meanings in the context of the relevant technology, and should not be interpreted in an idealized or extremely formal sense, unless explicitly defined herein.

[0034] Technologies, methods, and equipment known to ordinary technicians in the relevant art may not be discussed in detail, but where appropriate, the technologies, methods, and equipment should be considered part of the specification.

[0035] The following are some of the reagents and instruments used in the examples.

[0036] Methyl 2-aminobenzoate, phenylacetyl chloride, cinnamoyl chloride (analytical grade, Shanghai Aladdin Biochemical Technology Co., Ltd.); triethylamine, pyridine, anhydrous ethanol, hydrochloric acid (analytical grade, Sinopharm Chemical Reagent Co., Ltd.); dichloromethane, chloroform, toluene, tetrahydrofuran, anhydrous magnesium sulfate (analytical grade, Beijing Chemical Plant).

[0037] 0.1 mg analytical balance (Sartorius, Germany); DF-101S collector-type constant temperature heating magnetic stirrer (Yuhua Instrument Co., Ltd., Gongyi City, Henan Province); SHZ-D (III) circulating water vacuum pump (Yuhua Instrument Co., Ltd., Gongyi City, Henan Province); rotary evaporator (IKA Group, Germany); Bruker Avance AMX-600 nuclear magnetic resonance spectrometer (Bruker, USA).

[0038] Example 1

[0039] The present invention provides a composite floral and fruity latent aroma compound having the following general formula:

[0040]

[0041] Among them, R represents , corresponding to methyl 2-phenylacetamidobenzoate (compound 1) or , corresponding to methyl 2-(3-phenyl-2-acrylamido)benzoate (compound 2).

[0042] Example 2

[0043] The present invention also provides a method for preparing the composite floral and fruity aroma latent aroma compound, comprising the following steps:

[0044] In a reaction container, methyl 2-aminobenzoate and an organic solvent are added, and an organic base and an acylating agent are added in sequence under nitrogen protection, and stirred at room temperature; then the temperature is increased and stirred for reaction; after the reaction is completed, a hydrochloric acid solution is added to the mixed solution, and the aqueous phase and the organic phase are separated, and the aqueous phase is extracted twice with dichloromethane, and then the organic phases are combined and dried; after drying, the organic solvent is removed to obtain a crude product, which is then recrystallized, and filtered and dried to obtain methyl 2-amidobenzoate.

[0045] The chemical reaction is as follows:

[0046] ,

[0047] Among them, the structural formula of compound 1 is:

[0048] ,

[0049] The structural formula of compound 2 is:

[0050] .

[0051] The stirring time at room temperature is 1 h~2 h; the stirring reaction temperature is 40℃~80℃, and the stirring reaction time is 3 h~5 h; after the reaction, the concentration of the hydrochloric acid solution added to the mixed solution is 3 mol / L, and the aqueous phase and the organic phase are separated by a separatory funnel, and the organic phases are dried with anhydrous magnesium sulfate during the drying process after the merging of the organic phases; after drying, the organic solvent is removed by rotary evaporation, and the recrystallization is carried out with anhydrous ethanol.

[0052] Furthermore, the organic solvent is one of dichloromethane, chloroform, toluene and tetrahydrofuran.

[0053] Furthermore, the organic base is one of triethylamine and pyridine.

[0054] Furthermore, the acylating agent is the corresponding phenylacetyl chloride and cinnamoyl chloride.

[0055] Furthermore, the molar ratio of methyl 2-aminobenzoate, the organic base and the acylating agent is 1:(1-1.5):(1-1.5).

[0056] Example 3

[0057] In a 100 mL round-bottom flask, 3.02 g of methyl 2-aminobenzoate (20 mmol) and 30 mL of anhydrous dichloromethane were added. Under nitrogen protection, 2.43 g of triethylamine (24 mmol) and 3.71 g of phenylacetyl chloride (24 mmol) were added in sequence. After stirring at room temperature for 2 h, the temperature was raised to 40 °C for reaction for 5 h. After the reaction, 15 mL of hydrochloric acid solution (3 mol / L) was added to the mixed solution. The aqueous phase and the organic phase were separated by a separatory funnel, and the aqueous phase was extracted twice with dichloromethane. The organic phases were then combined and dried over anhydrous magnesium sulfate. After drying, the organic solvent was removed by rotary evaporation to obtain a crude product, which was recrystallized from ethanol to obtain 3.14 g of the product methyl 2-phenylacetamidobenzoate (compound 1) with a yield of 58.3%.

[0058] Example 4

[0059] In a 100 mL round-bottom flask, 3.02 g of methyl 2-aminobenzoate (20 mmol) and 30 mL of anhydrous chloroform were added. Under nitrogen protection, 2.43 g of triethylamine (24 mmol) and 3.71 g of phenylacetyl chloride (24 mmol) were added in sequence. After stirring at room temperature for 2 h, the temperature was raised to 65 °C for reaction for 5 h. After the reaction, 15 mL of hydrochloric acid solution (3 mol / L) was added to the mixed solution. The aqueous phase and the organic phase were separated by a separatory funnel, and the aqueous phase was extracted twice with dichloromethane. The organic phases were then combined and dried over anhydrous magnesium sulfate. After drying, the organic solvent was removed by rotary evaporation to obtain a crude product, which was recrystallized from ethanol to obtain 4.15 g of the product methyl 2-phenylacetamidobenzoate (compound 1) with a yield of 77.1%.

[0060] Example 5

[0061] In a 100 mL round-bottom flask, 3.02 g of methyl 2-aminobenzoate (20 mmol) and 30 mL of anhydrous toluene were added. Under nitrogen protection, 2.43 g of triethylamine (24 mmol) and 3.71 g of phenylacetyl chloride (24 mmol) were added in sequence. After stirring at room temperature for 2 h, the temperature was raised to 80 °C for reaction for 5 h. After the reaction, 15 mL of hydrochloric acid solution (3 mol / L) was added to the mixed solution. The aqueous phase and the organic phase were separated by a separatory funnel, and the aqueous phase was extracted twice with dichloromethane. The organic phases were then combined and dried over anhydrous magnesium sulfate. After drying, the organic solvent was removed by rotary evaporation to obtain a crude product, which was recrystallized from ethanol to obtain 4.61 g of the product methyl 2-phenylacetamidobenzoate (compound 1) with a yield of 85.6%.

[0062] Example 6

[0063] In a 100 mL round-bottom flask, 3.02 g of methyl 2-aminobenzoate (20 mmol) and 30 mL of anhydrous toluene were added. Under nitrogen protection, 2.43 g of triethylamine (24 mmol) and 4.00 g of cinnamoyl chloride (24 mmol) were added in sequence. After stirring at room temperature for 2 h, the temperature was raised to 80 °C for reaction for 5 h. After the reaction, 15 mL of hydrochloric acid solution (3 mol / L) was added to the mixture. The aqueous phase and the organic phase were separated by a separatory funnel. The aqueous phase was extracted twice with dichloromethane, and then the organic phases were combined and dried over anhydrous magnesium sulfate. After drying, the organic solvent was removed by rotary evaporation to obtain a crude product, which was recrystallized from ethanol to obtain 4.72 g of the product methyl 2-(3-phenyl-2-acrylamido)benzoate (compound 2) with a yield of 83.9%.

[0064] Figure 1 and Figure 2The hydrogen nuclear magnetic resonance spectrum and carbon nuclear magnetic resonance spectrum of methyl 2-phenylacetamidobenzoate (Compound 1) are shown respectively. The structural characterization data of Compound 1 are: 1H NMR (400 MHz, CDCl3) δ: 8.220 (d, J =6.8 Hz, 1H), 8.038 (d, J = 7.2 Hz, 2H), 7.537 (d, J = 8.8 Hz, 1H), 7.437 (t,J = 8.0 Hz, 2H), 7.320 (d, J = 7.6 Hz, 1H), 7.129 (t, J = 8.0 Hz, 1H), 6.784(t, J = 6.8 Hz, 1H), 3.804 (s, 2H), 3.792 (s, 1H), 1.253 (s, 3H). 13C NMR (100 MHz, CDCl3) δ: 171.79, 141.63, 135.93, 134.07, 128.62, 127.44, 126.93,126.6,2 124.81, 124.14, 122.78, 117.36, 111.71, 101.57, 49.40, 14.11.

[0065] Figure 3 and Figure 4 The hydrogen nuclear magnetic resonance spectrum and carbon nuclear magnetic resonance spectrum of methyl 2-(3-phenyl-2-acrylamido)benzoate (Compound 2) are shown respectively. The structural characterization data of Compound 2 are: 1H NMR (400 MHz, CDCl3) δ:8.318 (d, J = 6.8 Hz, 1H), 7.972 (d, J = 8.0 Hz, 1H), 7.457 (d, J = 8.8 Hz,1H), 7.166-7.230 (m, 3H), 7.008 (d, J = 8.0 Hz, 1H), 6.840-6.887 (m, 2H),4.172 (d, J = 7.2 Hz, 1H), 3.813 (d, J = 7.2 Hz, 1H), 3.776 (s, 1H), 1.239(s, 3H). 13C NMR (100 MHz, CDCl3) δ: 171.64, 157.26, 138.96, 134.67, 128.87,125.89, 124.83, 123.40, 122.59, 118.71, 117.16, 116.66, 115.87, 112.13, 61.12, 48.81, 13.90.

[0066] Example 7

[0067] The present invention also provides an application of the composite floral and fruity aroma latent aroma compound, wherein the composite floral and fruity aroma latent aroma compound is used as a fragrance in a cigarette product.

[0068] Example 8

[0069] The present invention also provides an application method of the composite floral and fruity latent aroma compound, comprising: spraying a 2-amidobenzoic acid methyl ester solution onto shredded tobacco, or preparing a sizing agent from 2-amidobenzoic acid methyl ester and applying it to cigarette paper in an off-line coating manner to obtain flavored cigarette paper.

[0070] Wherein, the step of spraying the methyl 2-amidobenzoate solution onto the tobacco shreds specifically comprises:

[0071] Dissolve methyl 2-amidobenzoate in 95% ethanol solution, dilute to a solution with a concentration of 5% by mass, and then spray it evenly on the tobacco. The added amount of methyl 2-amidobenzoate is 1ppm~20ppm of the tobacco mass.

[0072] Furthermore, the step of preparing methyl 2-amidobenzoate into a sizing agent and applying the sizing agent to cigarette paper in an off-line coating manner to obtain the flavored cigarette paper specifically comprises:

[0073] A sizing agent is prepared, wherein the composition of the sizing agent is, by weight percentage, (1-10)% of methyl 2-amidobenzoate, (0.5-1)% of a combustion aid, (60-75)% of ethanol and (14-38.5)% of water; cigarette paper that has undergone pulping, papermaking, forming, dehydration, embossing and drying processes is surface-sizing by an off-line coating method and secondary drying is performed at 60°C-80°C to obtain a flavored cigarette paper, wherein the amount of the sizing agent added to the cigarette paper is (5-20) mg / m 2 .

[0074] Next, Compound 1 and Compound 2 were evaluated for cigarette application. Specifically, in some embodiments of the present invention, a certain amount of methyl 2-phenylacetamidobenzoate (Compound 1) and methyl 2-(3-phenyl-2-acrylamido)benzoate (Compound 2) were weighed, diluted with ethanol to a 5% solution for standby use. 100 g of blank cigarette tobacco without flavoring or adding materials was weighed, evenly spread on a clean tray, and Compound 1 and Compound 2 solutions were evenly sprayed on the tobacco to prepare compound 1 and Compound 2 with a specific gravity of 1 ppm, 10 ppm and 20 ppm of tobacco, respectively. The cigarettes were sealed and placed for 4 hours, placed in a 50°C oven for drying, humidified with distilled water to a standard moisture content (12%), rolled into standard cigarettes, and balanced with moisture (humidity 60% ± 2%, temperature 22°C ± 1°C) for 48 hours before sensory style evaluation. The results are shown in Table 1.

[0075] Table 1 Sensory style evaluation results of compound 1 and compound 2

[0076]

[0077] In some embodiments of the present invention, methyl 2-phenylacetamidobenzoate (Compound 1) and methyl 2-(3-phenyl-2-acrylamido)benzoate (Compound 2) are added to cigarette paper by off-line coating, respectively. The composition of the sizing agent is shown in Table 2. The coating amount of the prepared flavor is 10 mg / m 2 The cigarette products were made by conventional techniques in the art and then subjected to sensory evaluation. Figure 5 and Figure 6 As shown, compared with the blank sample without the flavoring of the present application, the cigarette sample after adding the flavoring of the present application has an enhanced sweetness, a distinct fruity aroma, a slight floral aroma, and reduced irritation.

[0078] Table 2 Sizing agent composition

[0079]

[0080] The composite floral and fruity latent aroma compound, preparation method, application and application method provided in the embodiments of the present invention use methyl 2-aminobenzoate as a raw material, and prepare two acylated derivatives through acylation reaction. The two compounds have stable chemical properties and can release methyl 2-aminobenzoate and phenylacetic acid (cinnamic acid) during high-temperature pyrolysis. They can be applied to cigarettes as stable aroma precursors to improve smoke and give cigarettes a smoky and fruity aroma.

[0081] So far, various embodiments of the present disclosure have been described in detail. In order to avoid obscuring the concept of the present disclosure, some details known in the art are not described. Based on the above description, those skilled in the art can fully understand how to implement the technical solution disclosed here.

[0082] Although some specific embodiments of the present disclosure have been described in detail by way of examples, it should be understood by those skilled in the art that the above examples are for illustration only and are not intended to limit the scope of the present disclosure. It should be understood by those skilled in the art that the above embodiments may be modified or some technical features may be replaced by equivalents without departing from the scope and spirit of the present disclosure. The scope of the present disclosure is defined by the appended claims.

Claims

1. A composite floral and fruity latent aroma compound, characterized in that: Has the following general formula: Among them, R represents or .

2. A method for preparing the composite floral and fruity aroma latent compound according to claim 1, characterized in that: The following steps are involved: In a reaction container, methyl 2-aminobenzoate and an organic solvent are added, and an organic base and an acylating agent are added in sequence under nitrogen protection, and stirred at room temperature; then the temperature is increased and stirred for reaction; after the reaction is completed, a hydrochloric acid solution is added to the mixed solution, and the aqueous phase and the organic phase are separated, and the aqueous phase is extracted twice with dichloromethane, and then the organic phases are combined and dried; after drying, the organic solvent is removed to obtain a crude product, which is then recrystallized, and filtered and dried to obtain methyl 2-amidobenzoate.

3. The method for preparing the composite floral and fruity aroma latent aroma compound according to claim 2, characterized in that: The stirring time at room temperature is 1 h~2 h; the stirring reaction temperature is 40℃~80℃, and the stirring reaction time is 3 h~5 h; after the reaction is completed, the concentration of the hydrochloric acid solution added to the mixed solution is 3 mol / L, and the aqueous phase and the organic phase are separated by a separatory funnel. In the drying process after the organic phase is combined, it is dried with anhydrous magnesium sulfate; after drying, the organic solvent is removed by rotary evaporation, and in the recrystallization process, it is recrystallized with anhydrous ethanol.

4. The method for preparing the composite floral and fruity aroma latent aroma compound according to claim 2, characterized in that: The organic solvent is one of dichloromethane, chloroform, toluene and tetrahydrofuran.

5. The method for preparing the composite floral and fruity aroma latent aroma compound according to claim 2, characterized in that: The organic base is one of triethylamine and pyridine.

6. The method for preparing the composite floral and fruity aroma latent aroma compound according to claim 2, characterized in that: The acylating agents are corresponding phenylacetyl chloride and cinnamoyl chloride.

7. The method for preparing the composite floral and fruity aroma latent aroma compound according to claim 2, characterized in that: The molar ratio of methyl 2-aminobenzoate, the organic base and the acylating agent is 1:(1-1.5):(1-1.5).

8. The use of the composite floral and fruity aroma latent aroma compound according to claim 1, characterized in that: The composite floral and fruity latent aroma compound is used as a flavor in cigarette products.

9. The application method of the composite floral and fruity aroma latent aroma compound according to claim 1, characterized in that: include: The methyl 2-amidobenzoate solution is sprayed onto the tobacco shreds, or the methyl 2-amidobenzoate is made into a sizing agent and applied to the cigarette paper in an off-line coating manner to obtain the flavored cigarette paper.

10. The application method of the composite floral and fruity aroma latent compound according to claim 9, characterized in that: The step of spraying the methyl 2-amidobenzoate solution onto the tobacco shreds specifically comprises: Dissolve methyl 2-amidobenzoate in 95% ethanol solution, dilute to a solution with a concentration of 5% by mass, and then evenly spray it on the tobacco shreds. The amount of methyl 2-amidobenzoate added is 1 ppm to 20 ppm of the tobacco shreds. The method of preparing a sizing agent from methyl 2-amidobenzoate and applying the sizing agent to cigarette paper in an off-line coating manner to obtain a flavored cigarette paper specifically comprises: A sizing agent is prepared, wherein the composition of the sizing agent is, by weight percentage, (1-10)% of methyl 2-amidobenzoate, (0.5-1)% of a combustion aid, (60-75)% of ethanol and (14-38.5)% of water; cigarette paper that has undergone pulping, papermaking, forming, dehydration, embossing and drying processes is surface-sizing by an off-line coating method and secondary drying is performed at 60°C-80°C to obtain a flavored cigarette paper, wherein the amount of the sizing agent added to the cigarette paper is (5-20) mg / m 2 .

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