2,5-Dichloro-3-nitrobenzoic acid → 2,5-Dichloro-3-nitrobenzoyl chloride

Reaction equation

[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([Cl:14])=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:17])=O>>[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([Cl:14])=[CH:7][C:3]=1[C:4]([Cl:17])=[O:5]

Participants

Reactant 2

HCID 69512,5-Dichloro-3-nitrobenzoic acid

HCID 24386Thionyl Chloride

Product 1

HCID 101063862,5-Dichloro-3-nitrobenzoyl chlorideYield 87.5%

Procedure

A mixture of 5.0 parts of 2,5-dichloro-3-nitrobenzoic acid and 16.2 parts of thionyl chloride was refluxed for 24 hours under argon. The reaction mixture was evaporated, yielding 4.74 parts (87.5%) of 2,5-dichloro-3-nitrobenzoyl chloride (interm. 66).

Workup

temperaturewas refluxed for 24 hours under argon
customThe reaction mixture was evaporated

Sources & evidence

ORD record: ord-01de6a420dea4a1badd1e85d603c8351
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05270464

Reaction notes

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