4-Chlorophenyl chloroformate → HCID 15220956, compound

HRID 1463296Notes

Reaction equation

HRID 1463296 reaction equation
[C:1]1([CH:7]2[CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:10][NH:9][C:8]2=[O:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:19]1[C:24]([O:25][C:26](Cl)=[O:27])=[CH:23][CH:22]=[C:21]([Cl:29])[CH:20]=1>C(Cl)(Cl)Cl>[Cl:29][C:21]1[CH:22]=[CH:23][C:24]([O:25][C:26]([N:10]2[CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8](=[O:18])[NH:9]2)=[O:27])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 1390594-Chlorophenyl chloroformateHCID 2704924,5-diphenyltetrahydro-3h-pyrazol-3-one

Product 1

HCID 15220956HCID 15220956, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 4,5-diphenyl-3-pyrazolidinone (1.25 g, 5.26 mmol) in 50 mL CHCl3 was treated with a solution of 4-chlorophenylchloroformate (1.0 g, 5.26 mmol) in 10 mL CHCl3 and stirred overnight. The solvent was removed in vacuo and the residue recrystallized from EtOAc:hexane to give 1.6 g (58%) white solid: mp 175°-7° C.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue recrystallized from EtOAc

Sources & evidence

ORD record
ord-406b1ed4bd4f4dfc84b0784010b1cfe5
Source dataset
uspto-grants-1994_04
Patent number
US05300514

Reaction notes

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