GB1257097A - - Google Patents
Info
- Publication number
- GB1257097A GB1257097A GB1257097DA GB1257097A GB 1257097 A GB1257097 A GB 1257097A GB 1257097D A GB1257097D A GB 1257097DA GB 1257097 A GB1257097 A GB 1257097A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction mixture
- yield
- alkali metal
- cyclopropane
- cyclopropylamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,257,097. Cyclopropylamine. GULF RESEARCH & DEVELOPMENT CO. 6 Aug., 1969 [29 Aug., 1968], No. 39282/69. Heading C2C. Cyclopropylamine is prepared by first adding an alkali metal hypochlorite to an aqueous solution of cyclopropane-carboxamide to yield an intermediate reaction mixture wherein substantial conversion to the alkali metal cyclopropane carboxylate has been prevented and then reacting the intermediate reaction mixture with an alkali metal hydroxide to yield a reaction mixture containing cyclopropylamine in aqueous solution. The cyclopropane carboxamide may be prepared by (a) reacting a lower alkyl C 1-4 4-chloro butyrate with an alkali metal alkoxide in an inert organic liquid to yield a reaction mixture containing lower alkyl C 1-4 cyclopropane carboxylate, (b) reacting ammonia with the reaction mixture from step (a) in the presence of alkali metal alkoxide and a lower alkanol C 1-4 to yield a reaction mixture containing cyclopropane carboxamide, (c) removing the lower alkanol C 1-4 and unreacted ammonia and ester by distillation to yield an overhead distillate, (d) adding water to the residual mixture and separating the organic phase and an aqueous solution of cyclopropane carboxamide, (e) recycling the organic phase to step (a).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US75628868A | 1968-08-29 | 1968-08-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1257097A true GB1257097A (en) | 1971-12-15 |
Family
ID=25042820
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1257097D Expired GB1257097A (en) | 1968-08-29 | 1969-08-06 |
Country Status (6)
Country | Link |
---|---|
JP (1) | JPS51104B1 (en) |
CH (1) | CH503691A (en) |
DE (1) | DE1939759B2 (en) |
ES (1) | ES370147A1 (en) |
FR (1) | FR2016569A1 (en) |
GB (1) | GB1257097A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5032687A (en) * | 1988-10-29 | 1991-07-16 | Kernforschunganlage Julich Gesellschaft mit beschrankter Haftung. | Process for the preparation of cyclopropylamine |
US5068428A (en) * | 1988-10-28 | 1991-11-26 | Bayer Aktiengesellschaft | Process for the preparation of cyclopropanecarboxamide |
US6107522A (en) * | 1998-07-09 | 2000-08-22 | Degussa-Huels Aktiengesellschaft | Process for the preparation of cyclopropylamine |
WO2003051817A1 (en) * | 2001-12-19 | 2003-06-26 | Bayer Chemicals Ag | Method for producing amines |
US6683216B1 (en) | 2002-11-06 | 2004-01-27 | Eastman Chemical Company | Continuous process for the preparation of amines |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5391001A (en) * | 1977-01-22 | 1978-08-10 | Sumitomo Metal Ind Ltd | Control method for raw material particle size distribution in sintering pallet |
DE3026094C2 (en) * | 1980-07-10 | 1983-01-05 | Degussa Ag, 6000 Frankfurt | Process for the preparation of cyclopropanecarboxamides |
FI86889C (en) * | 1984-03-29 | 1992-10-26 | Lonza Ag | Process for the preparation of L-carnitine in a microbiological manner |
US4590292A (en) * | 1985-06-10 | 1986-05-20 | Ciba-Geigy Corporation | Process for the manufacture of cyclopropylamine |
JPH0291049A (en) * | 1988-09-21 | 1990-03-30 | Lonza Ag | Production of gamma-butyrobetaine |
DE4222497A1 (en) * | 1992-07-09 | 1994-01-13 | Huels Chemische Werke Ag | Process for the production of chlorine-free methyl cyclopropanecarboxylate |
DE4400328A1 (en) * | 1994-01-07 | 1995-07-13 | Huels Chemische Werke Ag | Process for the preparation of cyclopropanecarboxamide |
CN1050597C (en) * | 1995-11-15 | 2000-03-22 | 中国石油化工总公司上海石油化工研究院 | Process for synthesizing cyclopropyl carboxylic ester |
DE19617991A1 (en) * | 1996-05-04 | 1997-11-13 | Huels Chemische Werke Ag | Process for the continuous production of esters of thermally labile acids |
-
1969
- 1969-08-01 ES ES370147A patent/ES370147A1/en not_active Expired
- 1969-08-05 DE DE19691939759 patent/DE1939759B2/en not_active Withdrawn
- 1969-08-06 GB GB1257097D patent/GB1257097A/en not_active Expired
- 1969-08-26 FR FR6929134A patent/FR2016569A1/fr not_active Withdrawn
- 1969-08-28 CH CH1306069A patent/CH503691A/en not_active IP Right Cessation
- 1969-08-29 JP JP6810169A patent/JPS51104B1/ja active Pending
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5068428A (en) * | 1988-10-28 | 1991-11-26 | Bayer Aktiengesellschaft | Process for the preparation of cyclopropanecarboxamide |
US5032687A (en) * | 1988-10-29 | 1991-07-16 | Kernforschunganlage Julich Gesellschaft mit beschrankter Haftung. | Process for the preparation of cyclopropylamine |
US6107522A (en) * | 1998-07-09 | 2000-08-22 | Degussa-Huels Aktiengesellschaft | Process for the preparation of cyclopropylamine |
WO2003051817A1 (en) * | 2001-12-19 | 2003-06-26 | Bayer Chemicals Ag | Method for producing amines |
CN1293036C (en) * | 2001-12-19 | 2007-01-03 | 拜尔化学品股份公司 | Method for producing amines |
US7205440B2 (en) | 2001-12-19 | 2007-04-17 | Lanxess Deutschland Gmbh | Method of producing amines |
US6683216B1 (en) | 2002-11-06 | 2004-01-27 | Eastman Chemical Company | Continuous process for the preparation of amines |
Also Published As
Publication number | Publication date |
---|---|
DE1939759A1 (en) | 1970-03-05 |
ES370147A1 (en) | 1971-04-01 |
FR2016569A1 (en) | 1970-05-08 |
DE1939759B2 (en) | 1979-07-19 |
JPS51104B1 (en) | 1976-01-05 |
CH503691A (en) | 1971-02-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |