JPS5520719A - Preparation of 1,4-dihydropyridine derivative - Google Patents
Preparation of 1,4-dihydropyridine derivativeInfo
- Publication number
- JPS5520719A JPS5520719A JP9350678A JP9350678A JPS5520719A JP S5520719 A JPS5520719 A JP S5520719A JP 9350678 A JP9350678 A JP 9350678A JP 9350678 A JP9350678 A JP 9350678A JP S5520719 A JPS5520719 A JP S5520719A
- Authority
- JP
- Japan
- Prior art keywords
- ammonia
- formula
- methyl acetoacetate
- nitrofenzal
- moles
- 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
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 6
- 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
- 229910021529 ammonia Inorganic materials 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 206010002383 Angina Pectoris Diseases 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
- 239000002904 solvent Substances 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-pyridinecarboxylic dimethyl ester, by reacting 2-nitrofenzal halogenide with methyl acetoacetate and ammonia.
CONSTITUTION: A 2-nitrofenzal halogenide shown by the formula (X is halogen) is reacted with methyl acetoacetate and ammonia in an inert selvent to prepare the desired compound. One mole of the compound shown by the formula I is used with 2.0W5.0 moles of methyl acetoacetate and 1.0W8.5 moles of ammonia. Methanol, pyridine, etc. may preferably be cited as the solvent. The reaction is preferably carried out in the presence of an organic base e.g., a tertiary amine, as a catalyst. An amount of the catalyst is not less than 0.1 equivalent based on the compound shown by the formula. The reaction is carried out in a temperature range of room temperature to 150°C.
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 |
|---|---|---|---|
| JP9350678A JPS5520719A (en) | 1978-07-31 | 1978-07-31 | Preparation of 1,4-dihydropyridine derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9350678A JPS5520719A (en) | 1978-07-31 | 1978-07-31 | Preparation of 1,4-dihydropyridine derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5520719A true JPS5520719A (en) | 1980-02-14 |
| JPS5623422B2 JPS5623422B2 (en) | 1981-05-30 |
Family
ID=14084225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9350678A Granted JPS5520719A (en) | 1978-07-31 | 1978-07-31 | Preparation of 1,4-dihydropyridine derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5520719A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5743788A (en) * | 1980-08-29 | 1982-03-11 | Tokyo Shibaura Electric Co | Washing machine doubling as hydroextracting |
| AT380876B (en) * | 1981-08-19 | 1986-07-25 | Lek Tovarna Farmacevtskih | METHOD FOR PRODUCING 4- (2'-NITROPHENYL) 2,6-DIMETHYL-3,5-DIMETHOXYCARBONYL-1,4-DIHYDROPYRIDINE |
-
1978
- 1978-07-31 JP JP9350678A patent/JPS5520719A/en active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5743788A (en) * | 1980-08-29 | 1982-03-11 | Tokyo Shibaura Electric Co | Washing machine doubling as hydroextracting |
| AT380876B (en) * | 1981-08-19 | 1986-07-25 | Lek Tovarna Farmacevtskih | METHOD FOR PRODUCING 4- (2'-NITROPHENYL) 2,6-DIMETHYL-3,5-DIMETHOXYCARBONYL-1,4-DIHYDROPYRIDINE |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5623422B2 (en) | 1981-05-30 |
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