Preparation method and application of N, N-diethyl alkyl amidine

Abstract

The invention discloses a preparation method of N, N-diethyl alkyl amidine, which comprises the following steps: dissolving N-long-chain alkyl methyl acetimidate and diethylamine in an organic solvent, heating the organic solvent to 20-100 DEG C, reacting at normal pressure for 0.1-100 hours, reducing the pressure of the organic solvent to 0.01-0.08 MPa, reacting at 20-120 DEG C for 0.1-24 hours, and stopping the reaction to obtain the N, N-diethyl alkyl amidine. The N, N-diethyl alkyl amidine is obtained by dissolving the N-long-chain alkyl acetimidic acid methyl ester and the diethylamine in the organic solvent to react, the used raw materials are easy to obtain, the preparation method is simple, the reaction steps are few, operation is easy, toxic and harmful reagents are not needed in the reaction process, environment friendliness is achieved, and the obtained N, N-diethyl alkyl amidine is high in yield, good in purity and suitable for industrial production. The method is suitable for large-scale industrial production, has a wide application prospect, and can be used as a surfactant and a drug synthesis intermediate.

Description

Technical Field

[0001] The invention relates to the technical field of N,N-diethylalkylamidine preparation, and specifically to a preparation method and application of N,N-diethylalkylamidine. Background Art

[0002] Amidine is an important class of organic nitrogen-containing compounds and is a nitrogen-containing derivative of carboxylic acid. Common amidines include DBN, DBU and triazoline. Some amidine compounds are important intermediates for chemical agents and are often used as raw materials in organic synthesis. N,N-diethylalkyl amidine, as a special class of amidine compounds, has a wide range of uses, especially in the fields of surfactants and drug synthesis. However, the existing N,N-diethylalkyl amidine synthesis method has problems such as complex reaction steps, low yield and high environmental pollution.

[0003] Therefore, in view of the above problems, a preparation method and application of N,N-diethylalkyl amidine are proposed. Summary of the invention

[0004] The object of the present invention is to provide a method for preparing N,N-diethylalkylamidine:

[0005] Step 1: dissolving N-long chain alkyl ethylimidate and diethylamine in an organic solvent;

[0006] Step 2: heating the organic solvent to 20°C to 100°C and reacting at normal pressure for 0.1-100 hours;

[0007] Step 3: Reduce the pressure of the organic solvent to 0.01-0.08 MPa, react at 20-120° C. for 0.1-24 hours, and stop the reaction to obtain N,N-diethylalkyl amidine.

[0008] Preferably, the molar ratio of N-long-chain alkyl ethylimidate to diethylamine is 1:5-1:20.

[0009] Preferably, the weight percentage of the organic solvent is 10-50% of the total weight of the N-long-chain alkyl ethylimidate, diethylamine and the organic solvent.

[0010] Preferably, in step 2, the organic solvent is heated to 40-80° C. and reacted at normal pressure for 12-48 hours.

[0011] Preferably, in step 3, the organic solvent is decompressed to 0.02-0.06 MPa and reacted at 60-100° C. for 6-12 hours.

[0012] Preferably, it can be used as a surfactant, has the effect of displacing oil and expanding the swept volume, and can also be used as a drug synthesis intermediate.

[0013] Compared with the prior art, the present invention has the following beneficial effects:

[0014] According to the invention, N-long-chain alkyl ethylimidate and diethylamine are dissolved in an organic solvent for reaction to obtain N,N-diethyl alkyl amidine. The raw materials used are readily available, the preparation method is simple, the reaction steps are few, the operation is easy, and no toxic or harmful reagents need to be used during the reaction, so the method is environmentally friendly. The obtained N,N-diethyl alkyl amidine has high yield and good purity, is suitable for large-scale industrial production, has broad application prospects, and can be used as a surfactant and a drug synthesis intermediate. DETAILED DESCRIPTION

[0015] The following will be combined with the drawings in the embodiments of the present invention to clearly and completely describe the technical solutions in the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0016] As shown in the accompanying drawings, the present invention provides a method for preparing N,N-diethylalkyl amidine:

[0017] Step 1: dissolving N-long chain alkyl ethylimidate and diethylamine in an organic solvent, wherein the molar ratio of N-long chain alkyl ethylimidate to diethylamine is 1:5-1:20, and the weight percentage of the organic solvent accounts for 10-50% of the total weight of the N-long chain alkyl ethylimidate, diethylamine and the organic solvent;

[0018] Step 2: Heat the organic solvent to 40-80°C and react at normal pressure for 12-48 hours;

[0019] Step 3: Reduce the pressure of the organic solvent to 0.02-0.06 MPa, react at 60-100° C. for 6-12 hours, and stop the reaction to obtain N,N-diethylalkyl amidine.

[0020] Specifically, it can be used as a surfactant, has the effect of displacing oil and expanding the swept volume, and can also be used as a drug synthesis intermediate.

[0021] Embodiment 1:

[0022] 1 mol of N-dodecylethylimidate and 5 mol of diethylamine were dissolved in 50 ml of ethanol, heated to 60°C, reacted at normal pressure for 24 hours, then reduced the pressure to 0.05 MPa, continued to react at 80°C for 12 hours, and stopped the reaction to obtain N,N-diethyldodecyl amidine with a yield of 85%.

[0023] Embodiment 2:

[0024] 1 mol of N-hexadecyl ethylimidate and 10 mol of diethylamine were dissolved in 100 ml of toluene, heated to 80°C, reacted at normal pressure for 48 hours, then reduced the pressure to 0.03 MPa, continued to react at 100°C for 6 hours, and stopped the reaction to obtain N,N-diethylhexadecyl amidine with a yield of 90%.

[0025] Embodiment 3:

[0026] 1 mol of N-octadecyl ethylimidate and 20 mol of diethylamine were dissolved in 200 ml of xylene, heated to 100°C, reacted at normal pressure for 72 hours, then reduced the pressure to 0.01 MPa, continued to react at 120°C for 24 hours, and stopped the reaction to obtain N,N-diethyloctadecyl amidine with a yield of 92%.

[0027] Utilizing the technical solution described in the present invention, or those skilled in the art designing a similar technical solution inspired by the technical solution of the present invention to achieve the above-mentioned technical effects, all fall within the protection scope of the present invention.

Claims

1. A method for preparing N,N-diethylalkyl amidine, characterized in that: Step 1: dissolving N-long chain alkyl ethylimidate and diethylamine in an organic solvent; Step 2: heating the organic solvent to 20°C to 100°C and reacting at normal pressure for 0.1-100 hours; Step 3: Reduce the pressure of the organic solvent to 0.01-0.08 MPa, react at 20-120° C. for 0.1-24 hours, and stop the reaction to obtain N,N-diethylalkyl amidine.

2. The method for preparing N,N-diethylalkyl amidine according to claim 1, characterized in that: The molar ratio of N-long-chain alkyl ethylimidate to diethylamine is 1:5-1:

20.

3. The method for preparing N,N-diethylalkyl amidine according to claim 1, characterized in that: The weight percentage of the organic solvent accounts for 10-50% of the total weight of the N-long-chain alkyl ethylimidate, diethylamine and the organic solvent.

4. The method for preparing N,N-diethylalkyl amidine according to claim 1, characterized in that: In the step 2, the organic solvent is heated to 40-80° C. and reacted at normal pressure for 12-48 hours.

5. The method for preparing N,N-diethylalkyl amidine according to claim 1, characterized in that: In the step 3, the organic solvent is decompressed to 0.02-0.06 MPa and reacted at 60-100° C. for 6-12 hours.

6. The use of the method for preparing N,N-diethylalkyl amidine according to claims 1-5, characterized in that: It can be used as a surfactant, has the effect of displacing oil and expanding the swept volume, and can also be used as a drug synthesis intermediate.