Formic Acid → N-(3-chloro-4-fluorophenyl)formamide
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[F:9])[NH2:5].[CH:10](O)=[O:11]>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][CH:10]=[O:11])[CH:6]=[CH:7][C:8]=1[F:9]Participants
3
Conditions
- Temperature
- 106 °C
Procedure
A mixture of 100 g of 3-chloro-4-fluoroaniline and 400 ml of 97% formic acid was refluxed (106° C.) for three hours. The mixture then was poured into ice water and the resulting mixture was filtered. The solid was washed with water and dried to give N-(3-chloro-4-fluorophenyl)formamide (J. Org. Chem., 26, 2563 (1961)) (1A), as a colorless crystalline solid, mp: 94°-97° C.
Workup
- filtrationthe resulting mixture was filtered
- washThe solid was washed with water
- customdried
Sources & evidence
- ORD record
- ord-ee6c4f4eaa2d42d0bde85d3dcfc65e8a
- Source dataset
- uspto-grants-1981_03
- Patent number
- US04257805
Reaction notes
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