CN101979376B - Method for preparing glycinamide hydrochloride - Google Patents
Method for preparing glycinamide hydrochloride Download PDFInfo
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- CN101979376B CN101979376B CN 201010281665 CN201010281665A CN101979376B CN 101979376 B CN101979376 B CN 101979376B CN 201010281665 CN201010281665 CN 201010281665 CN 201010281665 A CN201010281665 A CN 201010281665A CN 101979376 B CN101979376 B CN 101979376B
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- amide hydrochloride
- glycyl amide
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- glycinamide hydrochloride
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Abstract
The invention relates to a method for preparing glycinamide hydrochloride, which comprises the following steps of: reacting chloracetyl chloride serving as a raw material with ammonia gas in a molar ratio of 1:3-1:4 in an alcohol solvent at the temperature of between -10 and 10 DEG C to obtain a crude product of the glycinamide hydrochloride after reaction is finished, and performing recrystallization by using ethanol to obtain a finished product of the glycinamide hydrochloride. The raw material is cheap and readily available, cost is relatively low and the method is easy to operate; and compared with the prior art, the product has high quality and is more suitable for industrial mass production.
Description
Technical field
The present invention relates to chemical technology field, refer more particularly to a kind of preparation method of glycyl amide hydrochloride.
Background technology
Glycyl amide hydrochloride can be used as medicine intermediate and is used for organic synthesis; Present main production method has chlor(o)acetamide method and methyl chloroacetate method.Wherein the chlor(o)acetamide method is mainly take a large amount of ammoniacal liquor as solvent, and the industrialization degree of this method is lower, is mainly used in Laboratory Production; And the methyl chloroacetate method mainly is divided into aqueous ammonia solvent method and methanol solvate method, wherein the aqueous ammonia solvent method needs a large amount of ammoniacal liquor equally, and the catalyzer carbonic acid ammonium consumption that the methanol solvate method is used in reaction process is very big, can produce a large amount of carbonic acid gas can't process, and temperature of reaction can not steadily be controlled; In sum, all there is the shortcoming that speed of response is slow, yield is low, production cost is high in the production method of above glycyl amide hydrochloride.
Summary of the invention
Technical problem to be solved by this invention is: the preparation method that the glycyl amide hydrochloride that a kind of speed of response is fast, yield is high, production cost is low is provided.
For addressing the above problem, the technical solution used in the present invention is: the preparation method of glycyl amide hydrochloride, comprise the steps: take chloroacetyl chloride as raw material, be 1: 3～1: 4 chloroacetyl chloride and ammonia with mol ratio, under-10～10 ℃ temperature condition, react in alcoholic solvent, question response obtains product glycyl amide hydrochloride crude product after finishing; After crossing ethyl alcohol recrystallization, obtain the glycyl amide hydrochloride finished product.
Described alcoholic solvent is methyl alcohol or ethanol.
The invention has the beneficial effects as follows: the preparation method of above-mentioned glycyl amide hydrochloride, raw material is cheap and easy to get, cost compare is low, simple to operate, and compared with prior art, product matter is good, be more suitable for commercial scale production.
Embodiment
The below is described in further detail the preparation method of glycyl amide hydrochloride of the present invention.
Embodiment 1
In 10% ammonia/methanol solution 510g (3mol), stir adding chloroacetyl chloride 113g (1mol), keep-5～0 ℃; Add this temperature of rear maintenance half an hour, suction filtration obtains the glycyl amide hydrochloride crude product, obtains product 79.4g through 80% ethyl alcohol recrystallization again, and products therefrom is the glycyl amide hydrochloride finished product, and its content is 97.8%, and fusing point is 193～205 ℃.Total recovery is 71.86%.
Embodiment 2
In 10% ammonia/methanol solution 595g (3.5mol), stir adding chloroacetyl chloride 113g (1mol), keep-5～0 ℃; Add this temperature of rear maintenance half an hour, suction filtration obtains the glycyl amide hydrochloride crude product, obtains product 83.2g through 80% ethyl alcohol recrystallization again, and products therefrom is the glycyl amide hydrochloride finished product, and its content is 99.3%, and fusing point is 197～201 ℃.Total recovery is 75.29%.
Embodiment 3
In 10% ammonia/methanol solution 680g (4mol), stir adding chloroacetyl chloride 113g (1mol), keep-5～0 ℃; Add this temperature of rear maintenance half an hour, suction filtration obtains the glycyl amide hydrochloride crude product, obtains product 86g through 80% ethyl alcohol recrystallization again, and products therefrom is the glycyl amide hydrochloride finished product, and its content is 98.1%, and fusing point is 189～194 ℃.Total recovery is 77.83%.
Embodiment 4
In 10% ammonia/methanol solution 510g (3.5mol), stir adding chloroacetyl chloride 113g (1mol), keep-10～-5 ℃; Such as this temperature of complete rear maintenance half an hour, suction filtration obtains the glycyl amide hydrochloride crude product, obtains product 76.5g through 80% ethyl alcohol recrystallization again, and products therefrom is the glycyl amide hydrochloride finished product, and its content is 99.5%, and fusing point is 196～199 ℃.Total recovery is 69.23%.
Embodiment 5
In 10% ammonia/methanol solution 510g (3.5mol), stir adding chloroacetyl chloride 113g (1mol), keep 0～5 ℃; Add this temperature of rear maintenance half an hour, suction filtration obtains the glycyl amide hydrochloride crude product, obtains product 83.9g through 80% ethyl alcohol recrystallization again, and products therefrom is the glycyl amide hydrochloride finished product, and its content is 98.2%, and fusing point is 190～196 ℃.Total recovery is 75.93%.
Embodiment 6
In 10% ammonia/methanol solution 510g (3.5mol), stir adding chloroacetyl chloride 113g (1mol), keep 5～10 ℃; Add this temperature of rear maintenance half an hour, suction filtration obtains the glycyl amide hydrochloride crude product, obtains product 82.8g through 80% ethyl alcohol recrystallization again, and products therefrom is the glycyl amide hydrochloride finished product, and its content is 97.2%, and fusing point is 188～193 ℃.Total recovery is 74.93%.
Embodiment 7
In 10% ammonia/ethanolic soln 510g (3.5mol), stir adding chloroacetyl chloride 113g (1mol), keep-5～0 ℃; Add this temperature of rear maintenance half an hour, suction filtration obtains the glycyl amide hydrochloride crude product, obtains product 75.1g through 80% ethyl alcohol recrystallization again, and products therefrom is the glycyl amide hydrochloride finished product, and its content is 98.2%, and fusing point is 193～197 ℃.Total recovery is 67.96%.
Chemical equation in above-described embodiment 1 to 7 is:
The invention has the beneficial effects as follows: the preparation method of above-mentioned glycyl amide hydrochloride, raw material is cheap and easy to get, cost compare is low, simple to operate, and compared with prior art, product matter is good, be more suitable for commercial scale production.
Claims (1)
1. the preparation method of glycyl amide hydrochloride, it is characterized in that: comprise the steps: take chloroacetyl chloride as raw material, be chloroacetyl chloride and the ammonia of 1:3～1:4 with mol ratio, under-10～10 ℃ temperature condition, in alcoholic solvent, react, question response obtains product glycyl amide hydrochloride crude product after finishing; After crossing ethyl alcohol recrystallization, obtain the glycyl amide hydrochloride finished product; Described alcoholic solvent is methyl alcohol or ethanol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN 201010281665 CN101979376B (en) | 2010-09-15 | 2010-09-15 | Method for preparing glycinamide hydrochloride |
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| CN 201010281665 CN101979376B (en) | 2010-09-15 | 2010-09-15 | Method for preparing glycinamide hydrochloride |
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| CN101979376A CN101979376A (en) | 2011-02-23 |
| CN101979376B true CN101979376B (en) | 2013-02-13 |
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| CN 201010281665 Active CN101979376B (en) | 2010-09-15 | 2010-09-15 | Method for preparing glycinamide hydrochloride |
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Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103265448B (en) * | 2013-05-29 | 2014-12-10 | 安徽省恒锐新技术开发有限责任公司 | Preparation method for glycinamide hydrochloride |
| CN105198768B (en) * | 2015-08-25 | 2017-07-04 | 江苏中邦制药有限公司 | A kind of synthetic method of 2 amino-butanamide |
| CN105601643A (en) * | 2015-12-23 | 2016-05-25 | 山东鲁抗医药股份有限公司 | Preparation method of high-purity prasugrel hydrochloride |
| CN107586267B (en) * | 2016-11-01 | 2020-02-18 | 华东师范大学 | Synthetic method of taurine hydrochloride (2-amino ethyl taurine hydrochloride) |
| CN110283093A (en) * | 2019-08-06 | 2019-09-27 | 河北九木生物科技有限公司 | A kind of preparation method of glycyl amide hydrochloride |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL157450B1 (en) * | 1988-12-29 | 1992-05-29 | Wyzsza Szkola Pedagog | Method for preparation of the glycin amide hydrochloride |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL157450B1 (en) * | 1988-12-29 | 1992-05-29 | Wyzsza Szkola Pedagog | Method for preparation of the glycin amide hydrochloride |
Non-Patent Citations (6)
| Title |
|---|
| GEORGE KARMAS et al.The Preparation of Hydroxypyrazines and Derived Chloropyrazines.《Journal of the American Chemical Society》.1952,第74卷1580-1584. |
| Klieger, E et al.Synthesis of N-(carbamoylalkyl)triiodoisophthalamic acids and their use as x-ray contrast media.《Archiv der Pharmazie》.1973,第306卷(第73期),834-845. |
| Synthesis of N-(carbamoylalkyl)triiodoisophthalamic acids and their use as x-ray contrast media;Klieger, E et al;《Archiv der Pharmazie》;19731231;第306卷(第73期);834-845 * |
| The Preparation of Hydroxypyrazines and Derived Chloropyrazines;GEORGE KARMAS et al;《Journal of the American Chemical Society》;19520320;第74卷;1580-1584 * |
| 张玮.甘氨酰胺盐酸盐的合成工艺研究.《河北化工》.2010,第33卷(第4期),22-23. |
| 甘氨酰胺盐酸盐的合成工艺研究;张玮;《河北化工》;20100430;第33卷(第4期);22-23 * |
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Denomination of invention: Preparation method for glycinamide hydrochloride Effective date of registration: 20150209 Granted publication date: 20130213 Pledgee: Bank of Communications Ltd. Zhangjiagang branch Pledgor: SUZHOU HOPE TECHNOLOGY CO.,LTD. Registration number: 2015990000121 |
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Date of cancellation: 20220822 Granted publication date: 20130213 Pledgee: Bank of Communications Ltd. Zhangjiagang branch Pledgor: SUZHOU HOPE TECHNOLOGY CO.,LTD. Registration number: 2015990000121 |
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Effective date of registration: 20221025 Address after: 226009 No. 968, Jiangshan Road, Nantong Economic and Technological Development Zone, Nantong City, Jiangsu Province Patentee after: NANTONG HONGXIN CHEMICAL Co.,Ltd. Address before: 215633 Nansha Sanjiali Road, Jingang Town, Zhangjiagang City, Suzhou City, Jiangsu Province Patentee before: SUZHOU HOPE TECHNOLOGY CO.,LTD. |