Oxalyl chloride → 2-Chlorobenzoyl isocyanate

HRID 1354406Notes

Reaction equation

HRID 1354406 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C(Cl)(=O)[C:12](Cl)=[O:13]>ClCCl>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:6]=[C:12]=[O:13])=[O:5]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 691112-Chlorobenzamide

Product 1

HCID 99423112-Chlorobenzoyl isocyanate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.03 g (6.6 mmol) of 2-chlorobenzamide were suspended in 3 ml of dichloromethane. After 1.17 g (9.2 mmol) of oxalyl chloride had been added, the mixture was heated to reflux for 17 hours. The reaction mixture was then concentrated under high vacuum and reacted in step b without any further purification.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 17 hours
  3. concentrationThe reaction mixture was then concentrated under high vacuum
  4. customreacted in step b without any further purification

Sources & evidence

ORD record
ord-dadae0a7c69f4e7bbafbd3b983343402
Source dataset
uspto-grants-2007_05
Patent number
US07223796B2

Reaction notes

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