Oxalyl chloride → HCID 20096059, compound

HRID 1708933Notes

Reaction equation

HRID 1708933 reaction equation
C(Cl)(=O)[C:2](Cl)=[O:3].[Cl:7][C:8]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[C:13]([Cl:20])[C:9]=1[C:10]([NH2:12])=[O:11]>C(Cl)Cl>[Cl:7][C:8]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[C:13]([Cl:20])[C:9]=1[C:10]([N:12]=[C:2]=[O:3])=[O:11]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 133824032,6-Dichloro-3-nitrobenzamide

Product 1

HCID 20096059HCID 20096059, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.5 ml of oxalyl chloride are added dropwise at room temperature over a period of 30 minutes to a suspension of 7.68 g of 2,6-dichloro-3-nitrobenzoic acid amide in 570 ml of methylene chloride. The batch is then heated at reflux temperature for 18 hours and the solvent is subsequently distilled off in vacuo, affording 8.6 g of crude 2,6-dichloro-3-nitrobenzoyl isocyanate which can be used directly in the subsequent reactions.

Workup

  1. temperatureThe batch is then heated
  2. temperatureat reflux temperature for 18 hours
  3. distillationthe solvent is subsequently distilled off in vacuo

Sources & evidence

ORD record
ord-1bc03376051142e9a3bf6638c75149f0
Source dataset
uspto-grants-1990_08
Patent number
US04946854

Reaction notes

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