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The production process of one-step production of methyl anthranilate

A technology of methyl anthranilate and a production process, which is applied in the field of production technology for producing methyl anthranilate by one-step method, can solve the problems of low esterification yield and large pollution, and achieves less environmental pollution and less waste water. , the effect of high yield

Active Publication Date: 2021-02-26
叶华天 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the amidation degradation method of phthalic anhydride is the most widely used, but it will produce a large amount of high-salt and high-concentration organic waste water, and the pollution is very large. For example, the Chinese patent document publication number is 101948400B, and the patent name is "Preparation method of methyl anthranilate", First, use phthalic anhydride and ammonia water as raw materials to generate amine o-formamide benzoate through amidation reaction, then add sodium hydroxide solution to generate sodium o-formamide benzoate through displacement reaction, remove the ammonia molecules in the reaction solution, and then add Methanol solution and sodium hypochlorite solution react to form methyl anthranilate in paste form, dissolve the methyl anthranilate in water after heating the paste form, finally distill the mixture of methyl anthranilate and water to obtain anthranilic acid methyl ester
And o-nitrobenzoic acid reduction, esterification method not only uses expensive raw material o-nitrobenzoic acid, its raw material price is ten times of the current anthranilic acid selling price, and first adopts sodium sulfide or iron powder reduction method, Then direct esterification produces a large amount of waste water, and anthranilic acid forms an inner salt, uses a large amount of acid catalyst, and the esterification yield is very low

Method used

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  • The production process of one-step production of methyl anthranilate

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Comparison scheme
Effect test

Embodiment 1

[0016] Embodiment 1: the present invention provides a kind of one-step method to produce the production technique of methyl anthranilate, specifically comprises the following steps:

[0017] (1) Add 18.2g of N-chlorophthalimide, 6.4g of methanol and 40g of water into a three-necked flask, then lower the temperature to below 0°C, and stir to make a slurry.

[0018] (2) Add 16.2g of 30% sodium hydroxide aqueous solution dropwise, after dropping, keep the temperature below 0°C and stir for 20 minutes;

[0019] (3) After raising the temperature to 50-80° C. for one hour, the temperature was naturally lowered, and the layers were separated for ten hours, and the product 13.8 g of methyl anthranilate was obtained in the lower layer. The product purity is 99.8%, and the yield is 91.4%.

Embodiment 2

[0020] Embodiment 2: the present invention provides a kind of one-step method to produce the production technique of methyl anthranilate, specifically comprises the following steps:

[0021] (1) Add 18.2g of N-chlorophthalimide, 64g of methanol and 40g of water into a three-necked flask, then lower the temperature to below 0°C, and stir for beating.

[0022] (2) Add 40g of 30% sodium hydroxide aqueous solution dropwise, after dropping, keep the temperature below 0°C and stir for 20 minutes;

[0023] (3) After raising the temperature to 50-80°C and reacting for one hour, the methanol was distilled off under reduced pressure, then the temperature was naturally lowered, and the mixture was allowed to stand for ten hours to separate the layers, and the product 14.0 g of methyl anthranilate was obtained in the lower layer. The product purity is 99.5%, and the yield is 92.7%.

Embodiment 3

[0024] Embodiment 3: the present invention provides a kind of one-step method to produce the production technique of methyl anthranilate, specifically comprises the following steps:

[0025] (1) Add 91g of N-chlorophthalimide, 80g of methanol and 200g of water into a three-necked flask, then lower the temperature to below 0°C, and stir for beating.

[0026] (2) Add 200g of 30% sodium hydroxide aqueous solution dropwise, after dropping, keep the temperature below 0°C and stir for 20 minutes;

[0027] (3) Raise the temperature to 50-80°C and react for one hour, then lower the temperature naturally, let stand for ten hours and separate into layers, and the product 70g of methyl anthranilate can be obtained in the lower layer. The product purity is 99.8%, and the yield is 92.7%.

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Abstract

The invention relates to a production process for producing methyl anthranilate in one step. The technical scheme is that the specific steps are as follows: (1) below 0°C, add N-chlorophthalimide, methanol and water into the reaction vessel, wherein N-chlorophthalimide and methanol The molar ratio is 1:2~1:20; (2) According to the molar ratio of liquid caustic soda and N-chlorophthalimide is 1.2:1~3:1, add liquid caustic soda dropwise and stir 20 minutes; (3) After raising the temperature to 50-80°C and reacting for one hour, the temperature was naturally lowered, and the layers were separated after standing for ten hours, and the product methyl anthranilate was obtained in the lower layer. Beneficial effects are: the yield of the present invention is very high, less equipment is required for production, and the cost is low; the synthetic process of methyl anthranilate is completed in one reaction vessel; the waste water produced in the production process is less; and the indicators of COD and ammonia nitrogen are greatly improved. Reduced, little environmental pollution, simple production, safe, suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of methyl anthranilate, in particular to a production process for producing methyl anthranilate in one step. Background technique [0002] Methyl anthranilate, also known as methyl anthranilate, the chemical formula is C 8 h 9 NO 2 , molecular weight 151.16, colorless crystal or light yellow liquid. Slightly soluble in water, insoluble in glycerin. The boiling point is 273°C, and the melting point is 24-25°C. It is a single spice with strong aroma and long-lasting fragrance. It is one of the edible spices. It is mostly used as a fragrance ingredient. It is abundant in grapes. It is mainly used in the preparation of grape, citrus loganberry, strawberry and watermelon flavors, and is also a necessary raw material for the preparation of artificial orange oil. Methyl anthranilate can also produce more than 60 kinds of spices. With the increase of human demand for edible spices, seeking industrial synthet...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C227/22C07C229/56
CPCC07C227/22C07C229/56
Inventor 叶华天王涛张朋朋王林隋兵
Owner 叶华天
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