HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl vinyl ketone → 4-Methyl-5-fluoro-6-methoxy-8-nitroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl vinyl ketone | HCID 6570 | — |
| Reactant | 5-Fluoro-4-methoxy-2-nitroaniline | HCID 219620 | — |
| Product | 4-Methyl-5-fluoro-6-methoxy-8-nitroquinoline | HCID 12611002 | 32% |
Reaction Steps
The intermediate 4-amino-2-fluoro-5-nitroanisole and methyl vinyl ketone were subjected to a Skraup reaction. A 32% yield of crude 5-fluoro-6-methoxy-4-methyl-8-nitroquinoline resulted. It was obtained in pure form by recrystallization from ethyl acetate. The recovery was 73% of product which melted 142°-144°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04167638 |
| Source dataset | uspto-grants-1979_09 |
| ORD ID | ord-adeb2d79a65d49638f949be8b353fe0d |
| Source note | uspto-grants-1979_09 |