JPS5782350A - Preparation of acid amide - Google Patents
Preparation of acid amideInfo
- Publication number
- JPS5782350A JPS5782350A JP15817780A JP15817780A JPS5782350A JP S5782350 A JPS5782350 A JP S5782350A JP 15817780 A JP15817780 A JP 15817780A JP 15817780 A JP15817780 A JP 15817780A JP S5782350 A JPS5782350 A JP S5782350A
- Authority
- JP
- Japan
- Prior art keywords
- acid amide
- alcoholate
- alkali metal
- heptene
- ammonia
- 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.)
- Granted
Links
- 150000001408 amides Chemical class 0.000 title abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 229910052783 alkali metal Inorganic materials 0.000 abstract 3
- 150000001340 alkali metals Chemical class 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- ITJMISREAXBAPL-UHFFFAOYSA-N bicyclo[2.2.1]hept-4-ene-2-carboxylic acid Chemical compound C1C(C2)C(C(=O)O)CC2=C1 ITJMISREAXBAPL-UHFFFAOYSA-N 0.000 abstract 2
- -1 organic acid ester Chemical class 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000001773 anti-convulsant effect Effects 0.000 abstract 1
- 239000001961 anticonvulsive agent Substances 0.000 abstract 1
- 229960003965 antiepileptics Drugs 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000000147 hypnotic effect Effects 0.000 abstract 1
- 150000003141 primary amines Chemical class 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain an acid amide useful as an anticonvulsant and a hypnotic in high yield without preparing by-products, by reacting an organic acid ester with ammonia or an amine in the presence of an alcoholate of an alkali metal.
CONSTITUTION: A bicyclo[2,2,1]heptene-5-carboxylic acid ester-2 shown by the formula (R is alkyl, aryl or aralkyl) is reacted with ammonia or a primary amine or secondary amine (e.g., methylamine, ethylamine, aniline, pyridine, etc.) in the presence of an alcoholate of an alkali metal (e.g., NaOCH3) at 10W150°C, preferably at 40W100°C, to give bicyclo[2,2,1]heptene-5-carboxylic acid amide-2. The amount of the alcoholate of an alkali metal used is preferably 5W20mol% based on the ester.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15817780A JPS5924142B2 (en) | 1980-11-12 | 1980-11-12 | Method for producing acid amide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15817780A JPS5924142B2 (en) | 1980-11-12 | 1980-11-12 | Method for producing acid amide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5782350A true JPS5782350A (en) | 1982-05-22 |
| JPS5924142B2 JPS5924142B2 (en) | 1984-06-07 |
Family
ID=15665949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15817780A Expired JPS5924142B2 (en) | 1980-11-12 | 1980-11-12 | Method for producing acid amide |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5924142B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0296555A (en) * | 1988-10-03 | 1990-04-09 | Showa Denko Kk | Production of 4-carboxyamidecyclohexane carboxylic acid esters |
| JP2012046491A (en) * | 2010-07-28 | 2012-03-08 | Sumitomo Chemical Co Ltd | Method for producing carboxylic acid amide |
-
1980
- 1980-11-12 JP JP15817780A patent/JPS5924142B2/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0296555A (en) * | 1988-10-03 | 1990-04-09 | Showa Denko Kk | Production of 4-carboxyamidecyclohexane carboxylic acid esters |
| JP2012046491A (en) * | 2010-07-28 | 2012-03-08 | Sumitomo Chemical Co Ltd | Method for producing carboxylic acid amide |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5924142B2 (en) | 1984-06-07 |
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