Dimethylformamide → HCID 22596843, compound

HRID 1995393Notes

Reaction equation

HRID 1995393 reaction equation
CN(C)C=O.S(Cl)([Cl:8])=O.[Cl:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[C:12]=1[C:13](O)=[O:14]>C1C=CC=CC=1>[Cl:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[C:12]=1[C:13]([Cl:8])=[O:14]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl Chloride2×HCID 792872-Chloro-6-nitrobenzoic acid

Product 1

HCID 22596843HCID 22596843, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1 ml of dimethyl formamide and 17.9 gm (0.15 mol) of thionyl chloride were added to a suspension of 20.1 gm (0.1 mol) of 2-chloro-6-nitro-benzoic acid in 150 ml of anhydrous benzene. The reaction mixture was stirred for 30 minutes and heated to reflux temperature. After 3 hours another 17.9 gm (0.15 mol) of thionyl chloride were added. The reaction mixture was further refluxed for 3 hours. After cooling, the reaction mixture filtered, and the filtrate was evaporated in vacuo.

Workup

  1. temperatureheated
  2. temperatureto reflux temperature
  3. temperatureThe reaction mixture was further refluxed for 3 hours
  4. temperatureAfter cooling
  5. filtrationthe reaction mixture filtered
  6. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-37effb159390472d976ef0d80945f16b
Source dataset
uspto-grants-1983_09
Patent number
US04404230

Reaction notes

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