2-Methyl-3-nitrobenzoic acid → 2-Methyl-3-nitrobenzoyl chloride

HRID 262069Notes

Reaction equation

HRID 262069 reaction equation
[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:16])=O>>[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Participants

3

Reactant 2

HCID 160962-Methyl-3-nitrobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 121948722-Methyl-3-nitrobenzoyl chlorideYield 95%

Procedure

A mixture of 2-methyl-3-nitrobenzoic acid (9.2 grams; 0.05 mole) and 15 mls. of thionyl chloride was heated at reflux for 6 hours. The excess thionyl chloride was removed by distillation to obtain 2-methyl-3-nitrobenzoyl chloride (9.5 grams; 95% yield; m.p. 68-70° C.).

Workup

  1. temperatureat reflux for 6 hours
  2. customThe excess thionyl chloride was removed by distillation

Sources & evidence

ORD record
ord-1498081d67ff4a88b33d0f391a292553
Source dataset
uspto-grants-1979_05
Patent number
US04153632

Reaction notes

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