JPS5585567A - Preparation of carbostyryl derivative - Google Patents
Preparation of carbostyryl derivativeInfo
- Publication number
- JPS5585567A JPS5585567A JP16368878A JP16368878A JPS5585567A JP S5585567 A JPS5585567 A JP S5585567A JP 16368878 A JP16368878 A JP 16368878A JP 16368878 A JP16368878 A JP 16368878A JP S5585567 A JPS5585567 A JP S5585567A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- derivative
- dihydrocarbostyryl
- novel
- dimethoxy
- 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.)
- Pending
Links
- 125000005606 carbostyryl group Chemical group 0.000 title 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical class [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 abstract 2
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 abstract 1
- 206010003119 arrhythmia Diseases 0.000 abstract 1
- 230000006793 arrhythmia Effects 0.000 abstract 1
- 238000010531 catalytic reduction reaction Methods 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- JHSZNGTUUOVRHT-UHFFFAOYSA-N ethyl 3-(3,6-dimethoxy-2-nitrophenyl)prop-2-enoate Chemical compound CCOC(=O)C=CC1=C(OC)C=CC(OC)=C1[N+]([O-])=O JHSZNGTUUOVRHT-UHFFFAOYSA-N 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Landscapes
- Quinoline Compounds (AREA)
Abstract
PURPOSE: To obtain the title compund, a synthetic intermediate preparing a drug, e.g., for arrhythmia, angina pectoris in high yield and purity, by reducing a novel and low-priced cinnamate derivative as a raw material, followed by ring closure.
CONSTITUTION: A novel cinnamate derivative (e.g., ethyl 2,5-dimethoxy-6-nitrocinnamate) shown by the formula I (R1 and R2 are lower alkyl; R3 is H or lower alkyl) is reduced and undergoes ring closure to give a 5,8-dialkoxy-3,4-dihydrocarbostyryl derivative (e.g., 5,8-dimethoxy-3,4-dihydrocarbostyryl, etc.) shown by the formula II. The reduction is preferably a catalytic reduction. For example, the starting material of the novel compound shown by the formula I is obtained by reacting a benzoldehyde derivative shown by the formula III with a monoalkyl malonate shown by the formula IV. The desired compound shown by the formula II is hydrolyzed by hydrogen bromide to give 5,8-dihydroxy-3,4-dihydrocarbostyryl (above-mentioned intermediate).
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16368878A JPS5585567A (en) | 1978-12-22 | 1978-12-22 | Preparation of carbostyryl derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16368878A JPS5585567A (en) | 1978-12-22 | 1978-12-22 | Preparation of carbostyryl derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5585567A true JPS5585567A (en) | 1980-06-27 |
Family
ID=15778700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16368878A Pending JPS5585567A (en) | 1978-12-22 | 1978-12-22 | Preparation of carbostyryl derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5585567A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5156460A (en) * | 1974-11-08 | 1976-05-18 | Otsuka Pharma Co Ltd | 3*44 jihidorokarubosuchirirujudotainoseizoho |
-
1978
- 1978-12-22 JP JP16368878A patent/JPS5585567A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5156460A (en) * | 1974-11-08 | 1976-05-18 | Otsuka Pharma Co Ltd | 3*44 jihidorokarubosuchirirujudotainoseizoho |
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