4,5-diphenyltetrahydro-3h-pyrazol-3-one → HCID 9912069, compound

HRID 1608958Notes

Reaction equation

HRID 1608958 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.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][C:21]=1[C:29]([F:32])([F:31])[F:30]>C1COCC1>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27]([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:28])=[CH:22][C:21]=1[C:29]([F:30])([F:31])[F:32]

Participants

4

Reactant 2

HCID 2704924,5-diphenyltetrahydro-3h-pyrazol-3-oneHCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzene

Product 1

HCID 9912069HCID 9912069, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4,5-Diphenyl-3-pyrazolidinone (3.00 g, 12.6 mmol) was dissolved in 40 mL THF under nitrogen, then a solution of 4-chloro-3-trifluoromethylphenylisocyanate (2.87 g, 13.0 mmol, 1.03 eq.) in 10 mL THF added over 2 min. After 2.3 hr, solvent was removed in vacuo, and the residue triturated with 25 mL toluene. The resulting solid was pulverized, washed twice with toluene, and dried in vacuo at 65° C. to give 4.94 g (85%) white solid.

Workup

  1. customsolvent was removed in vacuo
  2. customthe residue triturated with 25 mL toluene
  3. washwashed twice with toluene
  4. customdried in vacuo at 65° C.

Sources & evidence

ORD record
ord-c6eba67e9b314a4fbc229fe9eef7be54
Source dataset
uspto-grants-1995_03
Patent number
US05399565

Reaction notes

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