JPS5522643A - Preparation of 1,4-dihydropyridine - Google Patents
Preparation of 1,4-dihydropyridineInfo
- Publication number
- JPS5522643A JPS5522643A JP9597078A JP9597078A JPS5522643A JP S5522643 A JPS5522643 A JP S5522643A JP 9597078 A JP9597078 A JP 9597078A JP 9597078 A JP9597078 A JP 9597078A JP S5522643 A JPS5522643 A JP S5522643A
- Authority
- JP
- Japan
- Prior art keywords
- methyl ester
- acid methyl
- high yield
- prepared
- nitrobenzal
- 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
- YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical compound C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 title 1
- -1 2-nitrobenzal Chemical class 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- XKORCTIIRYKLLG-ARJAWSKDSA-N methyl (z)-3-aminobut-2-enoate Chemical compound COC(=O)\C=C(\C)N XKORCTIIRYKLLG-ARJAWSKDSA-N 0.000 abstract 2
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 abstract 1
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- YNBADRVTZLEFNH-UHFFFAOYSA-N methyl nicotinate Chemical compound COC(=O)C1=CC=CN=C1 YNBADRVTZLEFNH-UHFFFAOYSA-N 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Landscapes
- Hydrogenated Pyridines (AREA)
Abstract
PURPOSE: To prepare the title compound useful as a commerciallized remedy for stenocardia, safely and in high yield, by reacting an easily available 2-nitrobenzal halogenide with 3-aminocrotonic acid methyl ester.
CONSTITUTION: 1, 4-Dihydro-2, 6-dimethyl-4-( 2'-nitrophenyl )-3, 5-pyridinecarboxylic acid methyl ester or its salt of formula II is prepared in high yield (e.g. 85.2%) by reacting a 2-nitrobenzal halogenide of formula I (X is halogen) with 3-aminocrotonic acid methyl ester in an inert solvent, pref. in the presence of an organic base such as pyridine or ammonia. The starting materials are prepared economically, in high yield by known processes, e.g. the compound I is prepared from 2-nitrotoluene in two steps.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9597078A JPS5522643A (en) | 1978-08-07 | 1978-08-07 | Preparation of 1,4-dihydropyridine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9597078A JPS5522643A (en) | 1978-08-07 | 1978-08-07 | Preparation of 1,4-dihydropyridine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5522643A true JPS5522643A (en) | 1980-02-18 |
| JPS5623424B2 JPS5623424B2 (en) | 1981-05-30 |
Family
ID=14152035
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9597078A Granted JPS5522643A (en) | 1978-08-07 | 1978-08-07 | Preparation of 1,4-dihydropyridine |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5522643A (en) |
-
1978
- 1978-08-07 JP JP9597078A patent/JPS5522643A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5623424B2 (en) | 1981-05-30 |
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