CN102786440A - Preparation method of trifluoroacetamidine - Google Patents
Preparation method of trifluoroacetamidine Download PDFInfo
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- CN102786440A CN102786440A CN2012102719462A CN201210271946A CN102786440A CN 102786440 A CN102786440 A CN 102786440A CN 2012102719462 A CN2012102719462 A CN 2012102719462A CN 201210271946 A CN201210271946 A CN 201210271946A CN 102786440 A CN102786440 A CN 102786440A
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- trifluoro
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- trifluoroacetamidine
- ethanamidine
- trifluoroacetamide
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Abstract
The invention relates to a preparation method of trifluoroacetamidine. The trifluoroacetamidine is an important chemical intermediate with wide purposes. A preparation method comprises the following steps that trifluoroacetamide is used as raw materials, polyphosphoric acid is selected as solvents under the effect of phosphorus pentoxide as dehydrating agents, trifluoroacetonitrile can be fast prepared through dehydration reaction, the generated trifluoroacetonitrile gas is introduced into a liquid ammonia kettle after being cooled, and the trifluoroacetamidine can be prepared. When the method is used for preparing the trifluoroacetamidine, various problems caused when the trifluoroacetonitrile gas with high toxicity is directly adopted as raw materials are avoided, the production risk is reduced, meanwhile, the operation difficulty is also reduced, the product yield is also improved, in addition, the preparation method has the advantages that the production process is simple, the product yield and the product purity are higher, and the like. The preparation method is suitable for industrial production.
Description
Technical field
The present invention relates to a kind of important chemical midbody trifluoro ethanamidine, be specifically related to the preparation method of trifluoro ethanamidine.
Background technology
Trifluoro ethanamidine, molecular formula are C
2F
3N
2H
3, structural formula does
The trifluoro ethanamidine is a kind of important synthesis intermediates, can be used for the synthetic of nitrogen-containing heterocycle compound or multiple amidine compound, and many amidine compounds can be used as drug use.In addition, amidine still is the main composition part of formamidine UV light absorber, NH of amidine or NH
2In some H or a plurality of H can form the UV light absorber of multiple excellent performance after being substituted base and replacing.Therefore the trifluoro ethanamidine all has application widely at aspects such as medicine, chemical industry, agricultural chemicals.The morning of abroad research and development and the production of trifluoro ethanamidine being carried out, but the domestic suitability for industrialized production of also failing to realize the trifluoro ethanamidine needs from external import.
Amidine is mainly made by nitrile and ammonia react, can nitrile be dissolved in feeding hydrogenchloride in the absolute ethyl alcohol, then with ammonia react; Also can be directly synthetic under pressurized conditions by nitrile.The trifluoro ethanamidine just can be reacted by trifluoro acetonitrile and liquefied ammonia, but trifluoro acetonitrile is the very strong gaseous matter of toxicity, inconvenience and dangerous of operation when participating in it directly reaction as raw material.Therefore, we carry out the mode that the reaction kettle plural serial stage absorbs, and select trifluoroacetamide as raw material; Through adding dewatering agent, make trifluoro acetonitrile fast, and directly feed in the liquefied ammonia still; Get final product product trifluoro ethanamidine, thereby reduce to produce dangerous the time, also reduced operation easier; Also improved reaction yield, and the waste liquid that produces mainly is phosphoric acid, reclaims by special producer and get final product.
Summary of the invention
The preparation method who the purpose of this invention is to provide a kind of important chemical midbody trifluoro ethanamidine; This method has solved the problem of the stronger gaseous matter of toxicity as raw material that adopt; Method makes trifluoro acetonitrile through selecting more suitably; And further obtaining the trifluoro ethanamidine, selectivity of product and productive rate are higher, more help suitability for industrialized production.
The objective of the invention is to reach: be raw material with the trifluoroacetamide through following measure; Under the effect of dewatering agent Vanadium Pentoxide in FLAKES; Select for use polyphosphoric acid as solvent; Can make trifluoro acetonitrile fast through dehydration reaction, the trifluoro acetonitrile gas that produces is passed into after overcooling in the liquefied ammonia still can make the trifluoro ethanamidine.
The preparation method of trifluoro ethanamidine among the present invention is characterized in that method is: in gas generation still, add trifluoroacetamide, Vanadium Pentoxide in FLAKES and the polyphosphoric acid after 50 ℃ of preheatings, slowly be warmed up to 146-150 ℃; The gas that produces immediately just is trifluoro acetonitrile; After cooling, be passed in the liquefied ammonia still, keep temperature of reaction, stopped reaction behind the stirring 3h at-40 to-35 ℃; Unnecessary liquefied ammonia is through recycling; Remaining raffinate underpressure distillation is collected 35-37 ℃/11mmHg cut and is got colourless liquid, is product trifluoro ethanamidine.
Press the preparation method of the trifluoro ethanamidine of such scheme, it is characterized in that reaction equation is as follows, and select the solvent of polyphosphoric acid for use as the first step solid-solid reaction.
Press the preparation method of the trifluoro ethanamidine of such scheme, it is characterized in that described each reactant amount ratio is about trifluoroacetamide: Vanadium Pentoxide in FLAKES: polyphosphoric acid=1:1.7:2.
In order to reduce production costs, reduce environmental pollution as far as possible, we have developed, and security is good, easy handling, yield is high, cost is low, the novel process of environmental protection.This process characteristic is to carry out the mode that the reaction kettle plural serial stage absorbs, and selects trifluoroacetamide as raw material, through adding dewatering agent; Make trifluoro acetonitrile fast, and directly feed in the liquefied ammonia still, can obtain product trifluoro ethanamidine; Thereby when reducing to produce danger, also reduced operation easier, also improved reaction yield; And the waste liquid that produces mainly is a phosphoric acid, is reclaimed by special producer to get final product.
Embodiment
Further introduce the present invention through embodiment below, but embodiment can not be construed as limiting the invention.
Embodiment 1
⑴ with polyphosphoric acid 50 ℃ of preheatings of warp earlier, to increase its flowability;
⑵ add 100Kg trifluoroacetamide, 170Kg Vanadium Pentoxide in FLAKES and 200L polyphosphoric acid respectively in 1000L gas reaction still, at the uniform velocity stir, and slowly is warming up to 150 ℃, and the gas that produces immediately just is trifluoro acetonitrile;
⑶ trifluoro acetonitrile is passed in the liquefied ammonia still of 500L after cooling, keeps temperature of reaction at-40 to-35 ℃, stopped reaction behind the stirring 3h;
⑷ unnecessary liquefied ammonia recycling, remaining raffinate underpressure distillation is collected 35-37 ℃/11mmHg cut and is got colourless liquid, is product trifluoro ethanamidine, and product purity is higher than 95%, and yield is greater than 85%.
Claims (3)
1. an important chemical midbody trifluoro ethanamidine is characterized in that its preparation method is: in gas generation still, add trifluoroacetamide and Vanadium Pentoxide in FLAKES, slowly be warmed up to 146-150 ℃; The gas that produces immediately just is trifluoro acetonitrile, after cooling, is passed in the liquefied ammonia still, keeps temperature of reaction at-40 to-35 ℃; Stopped reaction behind the stirring 3h, unnecessary liquefied ammonia is through recycling, remaining raffinate underpressure distillation; Collect 35-37 ℃/11mmHg cut and get colourless liquid, be product trifluoro ethanamidine.
2. trifluoro ethanamidine as claimed in claim 1 is characterized in that synthetic route is as follows, and selects the solvent of polyphosphoric acid as the first step solid-solid reaction for use.
3. trifluoro ethanamidine as claimed in claim 2 is characterized in that described each reactant amount ratio is about trifluoroacetamide: Vanadium Pentoxide in FLAKES: polyphosphoric acid=1:1.7:2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012102719462A CN102786440A (en) | 2012-08-02 | 2012-08-02 | Preparation method of trifluoroacetamidine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012102719462A CN102786440A (en) | 2012-08-02 | 2012-08-02 | Preparation method of trifluoroacetamidine |
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|---|---|
| CN102786440A true CN102786440A (en) | 2012-11-21 |
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| CN2012102719462A Pending CN102786440A (en) | 2012-08-02 | 2012-08-02 | Preparation method of trifluoroacetamidine |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106187911A (en) * | 2016-07-04 | 2016-12-07 | 烟台凯博医药科技有限公司 | 2 trifluoromethyl pyrimidine 4 carboxylic acids and derivant thereof and preparation method |
| KR20180118054A (en) * | 2017-04-20 | 2018-10-30 | 주식회사 엘지화학 | Production Method of Intermediate Compound for Synthesizing Medicament |
| CN112661667A (en) * | 2020-12-28 | 2021-04-16 | 浦拉司科技（上海）有限责任公司 | Preparation method of trifluoroacetamidine |
-
2012
- 2012-08-02 CN CN2012102719462A patent/CN102786440A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106187911A (en) * | 2016-07-04 | 2016-12-07 | 烟台凯博医药科技有限公司 | 2 trifluoromethyl pyrimidine 4 carboxylic acids and derivant thereof and preparation method |
| KR20180118054A (en) * | 2017-04-20 | 2018-10-30 | 주식회사 엘지화학 | Production Method of Intermediate Compound for Synthesizing Medicament |
| CN108727224A (en) * | 2017-04-20 | 2018-11-02 | 株式会社Lg化学 | The preparation method of pharmaceutical synthesis intermediate |
| KR102068754B1 (en) * | 2017-04-20 | 2020-01-21 | 주식회사 엘지화학 | Production Method of Intermediate Compound for Synthesizing Medicament |
| CN108727224B (en) * | 2017-04-20 | 2021-03-23 | 株式会社Lg化学 | Process for preparing intermediates for the synthesis of pharmaceuticals |
| CN112661667A (en) * | 2020-12-28 | 2021-04-16 | 浦拉司科技（上海）有限责任公司 | Preparation method of trifluoroacetamidine |
| CN112661667B (en) * | 2020-12-28 | 2023-02-03 | 浦拉司科技（上海）有限责任公司 | Preparation method of trifluoroacetamidine |
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Application publication date: 20121121 |