Thionyl Chloride → HCID 19804733, compound

HRID 1709339Notes

Reaction equation

HRID 1709339 reaction equation
[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([Cl:14])[CH:8]=[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])=[C:9]([Cl:14])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:17])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 190232292,4-Dichloro-3-nitrobenzoic acid

Product 1

HCID 19804733HCID 19804733, compound

Procedure

23.0 g of 2,4-dichloro-3-nitrobenzoic acid and 150 ml of thionyl chloride were refluxed for 6 hours under heating. Then, thionyl chloride was distilled off to obtain crude 2,4-dichloro-3-nitrobenzoyl chloride. 200 ml of methanol was added to the crude compound and refluxed under heating. Methanol was distilled off, and then ethyl acetate was added thereto to obtain an ethyl acetate solution. The solution was washed sequentially with a 5% sodium hydroxide aqueous solution, diluted hydrochloric acid and water. After drying, the solvent was distilled off to obtain 21.8 g of the desired product. Melting point: 72°-74° C.

Workup

  1. temperatureunder heating
  2. distillationThen, thionyl chloride was distilled off

Sources & evidence

ORD record
ord-a76fa3f85f0649659f286e690fb7fb7c
Source dataset
uspto-grants-1990_08
Patent number
US04948887

Reaction notes

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