Thionyl Chloride → 2-Nitrobenzeneacetyl chloride

HRID 1706236Notes

Reaction equation

HRID 1706236 reaction equation
S(Cl)([Cl:3])=O.[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]([OH:17])=O)([O-:7])=[O:6]>C1C=CC=CC=1>[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][C:15]([Cl:3])=[O:17])([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 77337(2-Nitrophenyl)acetic acid

Product 1

HCID 1409562-Nitrobenzeneacetyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Thionylchloride (12.0 g) and 18.11 g of 2-nitrophenylacetic acid are weighed into a flask and allowed to stand at room temperature (~21°) for 16 hours. A stirring bar is added and the reaction driven to completion by warming at 35° for five additional hours until no solid is visible. To the red solution is added 5 ml benzene and the volatile material is removed with vacuum to give 2-nitrophenyacetyl chloride.

Workup

  1. customto stand at room temperature
  2. custom(~21°)
  3. customfor 16 hours
  4. additionA stirring bar is added
  5. temperatureby warming at 35° for five additional hours until no solid
  6. customthe volatile material is removed with vacuum

Sources & evidence

ORD record
ord-48c3fd5a29de4a17bf317684641c01c7
Source dataset
uspto-grants-1980_06
Patent number
US04206240

Reaction notes

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