JPS5520720A - Preparation of 1,4-dihydropyridine derivative - Google Patents
Preparation of 1,4-dihydropyridine derivativeInfo
- Publication number
- JPS5520720A JPS5520720A JP9350778A JP9350778A JPS5520720A JP S5520720 A JPS5520720 A JP S5520720A JP 9350778 A JP9350778 A JP 9350778A JP 9350778 A JP9350778 A JP 9350778A JP S5520720 A JPS5520720 A JP S5520720A
- Authority
- JP
- Japan
- Prior art keywords
- aminocrotonic
- formula
- methyl
- methyl ester
- 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 class C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 abstract 3
- XKORCTIIRYKLLG-ARJAWSKDSA-N methyl (z)-3-aminobut-2-enoate Chemical compound COC(=O)\C=C(\C)N XKORCTIIRYKLLG-ARJAWSKDSA-N 0.000 abstract 3
- -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
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000012442 inert solvent Substances 0.000 abstract 2
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-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
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Landscapes
- Hydrogenated Pyridines (AREA)
Abstract
PURPOSE: To prepare 1,4-dihydro-2,6-dimethyl-4-(2'-nitrophenyl)-3,5-phridinedicarboxylic dimethyl ester, by reacting 2-nitrobenzal halogenide with methyl acetoacetate and 3-aminocrotonic methyl ester.
CONSTITUTION: A 2-nitrobenzal halogenide shown by the formula (X is halogen) is reacted with methyl acetoacetate and 3-aminocrotonic methyl ester in an inert solvent to prepare the desired compound. 1 mole of the compound shown by the formula I is used with 1.0W2.0 moles of methyl acetoacetate and 1.0W3.0 moles of 3-aminocrotonic methyl ester. Methanol or pyridine may be preferably used as the inert solvent. The reaction is carried out preferably in the presence of an organic base, e.g., a tertiary amine, or ammonia, as a catalyst. An amount of the catalyst is not less than 0.1 equivalent based the compound shown by the formula.
EFFECT: The desired compound can be obtained readily, safely, efficiently in high yield.
USE: Medicines for angina pectoris.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9350778A JPS5520720A (en) | 1978-07-31 | 1978-07-31 | Preparation of 1,4-dihydropyridine derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9350778A JPS5520720A (en) | 1978-07-31 | 1978-07-31 | Preparation of 1,4-dihydropyridine derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5520720A true JPS5520720A (en) | 1980-02-14 |
| JPS5623423B2 JPS5623423B2 (en) | 1981-05-30 |
Family
ID=14084253
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9350778A Granted JPS5520720A (en) | 1978-07-31 | 1978-07-31 | Preparation of 1,4-dihydropyridine derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5520720A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS633399U (en) * | 1986-06-25 | 1988-01-11 | ||
| JPS633400U (en) * | 1986-06-25 | 1988-01-11 |
-
1978
- 1978-07-31 JP JP9350778A patent/JPS5520720A/en active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS633399U (en) * | 1986-06-25 | 1988-01-11 | ||
| JPS633400U (en) * | 1986-06-25 | 1988-01-11 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5623423B2 (en) | 1981-05-30 |
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