GB351068A - Process for the manufacture of derivatives of quinoline - Google Patents
Process for the manufacture of derivatives of quinolineInfo
- Publication number
- GB351068A GB351068A GB926030A GB926030A GB351068A GB 351068 A GB351068 A GB 351068A GB 926030 A GB926030 A GB 926030A GB 926030 A GB926030 A GB 926030A GB 351068 A GB351068 A GB 351068A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- nitro
- methoxy
- alkoxy
- halogen
- 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.)
- Expired
Links
Abstract
5 : 6-Dialkoxy-8-nitro- and amino-quinolines are prepared by converting 5 - halogen - 6 - alkoxy-8-nitroquinolines in the customary manner into 5 : 6-dialkoxy-8-nitroquinolines and reducing the products, if desired, to the corresponding amino compounds, which are useful intermediates for the manufacture of dyestuffs and therapeutical substances. According to the examples, 5-chloro-, bromo-, or iodo-6-methoxy-8-nitroquinoline is heated with sodium and methyl alcohol giving 5 : 6-dimethoxy-8-nitroquinoline, which is then reduced with iron or stannous chloride and glacial acetic acid to form 5 : 6-dimethoxy- 8 -aminoquinoline; similarly, 5-bromo-6-ethoxy-8-nitroquinoline yields 5-methoxy-6-ethoxy-8-nitro- and amino-quinolines, whilst by using isopropyl alcohol instead of methyl alcohol, 5-isopropyloxy-6-methoxy-8-nitro- and amino-quinolines are prepared from 5-halogen-6-methoxy-8-nitroquinolines. 5-Halogen-6-alkoxy-8-nitroquinolines are obtained by subjecting 1-amino-2-nitro-4-alkoxy-5-halogen-benzenes to Skraup's quinoline synthesis. 1-Amino-2-nitro-4-alkoxy-5-halogenbenzenes are prepared by nitrating 4-alkoxy-5-halogen-acetylaminobenzenes, e.g. 4-methoxy-5-bromo-acetylaminobenzene, and splitting off the acetyl group by means of concentrated sulphuric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB926030A GB351068A (en) | 1930-03-22 | 1930-03-22 | Process for the manufacture of derivatives of quinoline |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB926030A GB351068A (en) | 1930-03-22 | 1930-03-22 | Process for the manufacture of derivatives of quinoline |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB351068A true GB351068A (en) | 1931-06-22 |
Family
ID=9868550
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB926030A Expired GB351068A (en) | 1930-03-22 | 1930-03-22 | Process for the manufacture of derivatives of quinoline |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB351068A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2467692A (en) * | 1949-04-19 | Naphthyridones and processes fob |
-
1930
- 1930-03-22 GB GB926030A patent/GB351068A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2467692A (en) * | 1949-04-19 | Naphthyridones and processes fob |
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