Oxalyl chloride → 2,6-Difluorobenzoyl isocyanate

HRID 380647Notes

Reaction equation

HRID 380647 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([NH2:6])=[O:5].C(Cl)(=O)[C:13](Cl)=[O:14]>ClCCCl>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([N:6]=[C:13]=[O:14])=[O:5]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 874392,6-Difluorobenzamide

Product 1

HCID 27333692,6-Difluorobenzoyl isocyanate

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 0.52 g of 2,6-difluorobenzamide and 0.33 ml of oxalyl chloride was stirred under reflux in 15 ml 1,2-dichloroethane overnight. Solvent was removed under vacuum and 10 ml 1,2-dichloroethane was added. Solvent was removed under vacuum to leave the title intermediate, which could be used directly or dissolved in 1,2-dichloroethane and stored for future use.

Workup

  1. customSolvent was removed under vacuum and 10 ml 1,2-dichloroethane
  2. additionwas added
  3. customSolvent was removed under vacuum

Sources & evidence

ORD record
ord-c3a3cc4554cc4285bc0b330a5ff92594
Source dataset
uspto-grants-2001_10
Patent number
US06303657B1

Reaction notes

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