4-(Difluoromethoxy)phenyl isocyanate → HCID 14100598, compound

HRID 1904195Notes

Reaction equation

HRID 1904195 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[CH2:11][NH:10][N:9]=2)=[CH:4][CH:3]=1.[F:20][CH:21]([F:32])[O:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][CH:24]=1>ClCCl>[F:20][CH:21]([F:32])[O:22][C:23]1[CH:24]=[CH:25][C:26]([NH:29][C:30]([N:10]2[CH2:11][CH:12]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[N:9]2)=[O:31])=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 27333714-(Difluoromethoxy)phenyl isocyanateHCID 14100597HCID 14100597, compound

Product 1

HCID 14100598HCID 14100598, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.85 g (0.038 mol) 3,4-bis-(4-fluorophenyl)-4,5-dihydropyrazole in 80 ml dichloromethane was treated with 7.03 g (0.038 mol) 4-difluoromethoxyphenyl isocyanate, with stirring at room temperature and stirred for an hour at room temperature. The reaction mixture was filtered through silica gel and the filtrate was concentrated. The residue was treated with 100 ml diisopropyl ether. The precipitated crystals were separated and dried in vacuo (100 Torr).

Workup

  1. stirringstirred for an hour at room temperature
  2. filtrationThe reaction mixture was filtered through silica gel
  3. concentrationthe filtrate was concentrated
  4. additionThe residue was treated with 100 ml diisopropyl ether
  5. customThe precipitated crystals were separated
  6. customdried in vacuo (100 Torr)

Sources & evidence

ORD record
ord-ff362883ebb549e085f994e38d46dd8e
Source dataset
uspto-grants-1989_06
Patent number
US04837220

Reaction notes

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