Formic Acid → HCID 59016304, compound
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].[CH:12](O)=[O:13]>>[CH:12]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6])=[O:13]Participants
3
Procedure
A mixture of 3-amino-4-methylbenzoic acid (13) (22.139 g, 146.5 mmol) and 90% aqueous formic acid (200 mL) is heated at reflux for about 2 hours. The mixture is cooled to ambient temperature, added to ice water (400 mL) and stirred for about 15 minutes. The solids obtained are filtered and dried to obtain 3-(formylamino)-4-methylbenzoic acid (17), as a light flaky purple-pink solid (23.213 g, 88% yield).
Workup
- temperatureis heated
- temperatureat reflux for about 2 hours
- customThe solids obtained
- filtrationare filtered
- customdried
Sources & evidence
- ORD record
- ord-2c7061783f7a4e77a8886beb0d515f9d
- Source dataset
- uspto-grants-2007_12
- Patent number
- US07304084B2
Reaction notes
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