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

HRID 1376326Notes

Reaction equation

HRID 1376326 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 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 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-52de613325904a479e57cd7e1fef7496
Source dataset
uspto-grants-1997_09
Patent number
US05663119

Reaction notes

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