Thionyl Chloride → 3-methoxy-4-nitro-benzoyl Chloride

HRID 3612

Reaction equation

HRID 3612 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[C:6](O)=[O:7].S(Cl)([Cl:17])=O>C(CC(C)(C)C)(C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[C:6]([Cl:17])=[O:7]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 787643-Methoxy-4-nitrobenzoic acid

Product 1

HCID 111276553-methoxy-4-nitro-benzoyl Chloride

Reagents, catalysts & solvents 1

HCID 109072,2,4-TrimethylpentaneSolvent

Procedure

A stirred suspension of 1.0 g of 3-methoxy-4-nitrobenzoic acid and 1.40 ml of thionyl chloride is heated to reflux for 2 hours. The mixture is cooled to room temperature, 2 ml of iso-octane added and the mixture evaporated in vacuo to a solid residue. The residue is washed with iso-octane (2×2 ml), dried in vacuo to give 1.08 g of cream colored solid.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 2 hours
  3. customthe mixture evaporated in vacuo to a solid residue
  4. washThe residue is washed with iso-octane (2×2 ml)
  5. customdried in vacuo
  6. customto give 1.08 g of cream

Sources & evidence

ORD record
ord-bb6cde0faedc4e19ba217101110ea105
Source dataset
uspto-grants-1998_03
Patent number
US05733905

Linked notes

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