4-Chloro-2-fluorobenzoic acid → 4-Chloro-2-fluorobenzamide

Reaction equation

Cl[C:2]1[CH:3]=[CH:4][C:5]([F:11])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].[Cl:12]C1C=CC(C(O)=O)=C(F)C=1>>[Cl:12][C:3]1[CH:2]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[C:5]([F:11])[CH:4]=1

Participants

Reactant 2

HCID 991524-Chloro-2-fluorobenzoic acid

HCID 27735925-Chloro-2-fluorobenzamide

Product 1

HCID 37218494-Chloro-2-fluorobenzamide

Procedure

A method similar to the preparation of 5-chloro-2-fluorobenzamide (see page 17 above) was followed using 4-chloro-2-fluorobenzoic acid (500 mg, 5.73 mmol). The title compound was isolated as an off-white solid (465 mg, 94%).

Sources & evidence

ORD record: ord-4b299c36ce824333845cec6832f142c4
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07868017B2

Reaction notes

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