Thionyl Chloride → (2-Chloro-4-nitrophenyl)acetic acid chloride

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:12]([OH:14])=O.S(Cl)([Cl:17])=O>>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:12]([Cl:17])=[O:14]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 125105882-(2-Chloro-4-nitrophenyl)acetic acid

Product 1

HCID 85969188(2-Chloro-4-nitrophenyl)acetic acid chloride

Procedure

8.10 g (37.6 mmol) of (2-chloro-4-nitrophenyl)acetic acid is suspended in 40 mL of thionyl chloride and refluxed for 2 hours. The product is reacted further without any more purification. Crude yield: 8.80 g (100% of theory); C8H5Cl2NO3.

Workup

temperaturerefluxed for 2 hours
customThe product is reacted further without any more purification

Sources & evidence

ORD record: ord-f53f9df26c0e40d9aa4c01bfc8cfba10
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07605176B2

Reaction notes

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