Oxalyl chloride → HCID 12905148, compound

HRID 1759545Notes

Reaction equation

HRID 1759545 reaction equation
C(Cl)(=O)[C:2](Cl)=[O:3].[C:7]([O:10][C:11]1[C:19]([O:20][C:21](=[O:23])[CH3:22])=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([NH2:15])=[O:14])(=[O:9])[CH3:8]>ClCCCl>[C:7]([O:10][C:11]1[C:19]([O:20][C:21](=[O:23])[CH3:22])=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([N:15]=[C:2]=[O:3])=[O:14])(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 12336141HCID 12336141, compound

Product 1

HCID 12905148HCID 12905148, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Oxalyl chloride (5.3 g) was added to a solution of 2,3-diacetoxybenzamide (4.0 g) in 1,2-dichloroethane (40 ml) while stirring under cooling. The mixture was gradually heated to a reflux temperature and allowed to react under reflux for 10 hours. Then, the solvent and excess oxalyl chloride were distilled off under reduced pressure to give 2,3-diacetoxybenzoyl isocyanate, which was dissolved in dried dichloromethane (40 ml) for the subsequent reaction.

Workup

  1. temperatureunder cooling
  2. temperatureThe mixture was gradually heated to a reflux temperature
  3. customto react
  4. temperatureunder reflux for 10 hours
  5. distillationThen, the solvent and excess oxalyl chloride were distilled off under reduced pressure

Sources & evidence

ORD record
ord-dc05d3f0f41e474e85a87a11ee0a9a17
Source dataset
uspto-grants-1982_07
Patent number
US04341776

Reaction notes

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