Phenyl chloroformate → Phenoxycarbonyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole

HRID 259704Notes

Reaction equation

HRID 259704 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[Cl:11][C:12]1[C:13]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=2[N+:24]([O-:26])=[O:25])=[N:14][NH:15][CH:16]=1>N1C=CC=CC=1>[O:4]([C:2]([C:16]1[NH:15][N:14]=[C:13]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=2[N+:24]([O-:26])=[O:25])[C:12]=1[Cl:11])=[O:3])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 178526739HCID 178526739, compound

Product 1

HCID 86749525Phenoxycarbonyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.0 ml of phenyl chloroformate is added, in small portions, to a solution, cooled to 0° C., of 1.3 g of 4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole in 20 ml of pyridine. Stirring is continued for 8 hours at room temperature. The reaction mixture is concentrated to dryness under reduced pressure and taken up in 100 ml of an H2O ethyl acetate (1/1) mixture. The organic phase is dried over MgSO4 and concentrated under reduced pressure. The residual solid is purified by recrystallisation from diisopropyl ether.

Workup

  1. concentrationThe reaction mixture is concentrated to dryness under reduced pressure
  2. dry with materialThe organic phase is dried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residual solid is purified by recrystallisation from diisopropyl ether

Sources & evidence

ORD record
ord-a73dc5bf8b3649878b21babaa1881850
Source dataset
uspto-grants-1996_06
Patent number
US05523280

Reaction notes

Loading…