Hydroxyamine hydrochloride → 2,4-Dichloro-3-cyano-5-fluorobenzoic acid
Reaction equation
Cl.[NH2:2]O.[Cl:4][C:5]1[C:13]([CH:14]=O)=[C:12]([Cl:16])[C:11]([F:17])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]>C(O)=O>[C:14]([C:13]1[C:5]([Cl:4])=[C:6]([CH:10]=[C:11]([F:17])[C:12]=1[Cl:16])[C:7]([OH:9])=[O:8])#[N:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 102.5 °C
Procedure
162 g of hydroxylamine hydrochloride were introduced into 2000 ml of formic acid (technical-grade, 85% strength). At 95° C., 950 g of 2,4-dichloro-5-fluoro-3-formylbenzoic acid (moistened with sulphuric acid, 42% strength) were introduced. As a result, the mixture foamed briefly and then a clear solution was immediately obtained. The mixture was then stirred for 4 hours at from 100 to 105° C. (reflux).
Workup
- customa clear solution was immediately obtained
Sources & evidence
- ORD record
- ord-e69418f8ce2b4dc2bc8a835e0127e63d
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06706918B2
Reaction notes
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