4-Fluorophenyl isocyanate → HCID 19835787, compound

HRID 477432Notes

Reaction equation

HRID 477432 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:5]([O:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]2[CH:17]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[CH2:16][NH:15][N:14]=2)=[CH:4][CH:3]=1.[F:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]=[C:35]=[O:36])=[CH:30][CH:29]=1>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]2[CH:17]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[CH2:16][N:15]([C:35]([NH:34][C:31]3[CH:32]=[CH:33][C:28]([F:27])=[CH:29][CH:30]=3)=[O:36])[N:14]=2)=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 709554-Fluorophenyl isocyanateHCID 19835788HCID 19835788, compound

Product 1

HCID 19835787HCID 19835787, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[(4-Fluorophenoxy)phenyl]-4-(4-fluorophenyl)-4,5-dihydropyrazole (3 g; 8.6 mmol) was dissolved in dichloromethane (25 ml) and treated with 4-fluorophenyl isocyanate (1.04 g; 7.6 mmol), with stirring at room temperature. After an hour, the reaction mixture was filtered through silica gel, the filtrate was concentrated and treated with diisopropyl ether (50 ml). The precipitated crystals were separated and dried in vacuo (100 Torr).

Workup

  1. waitAfter an hour
  2. filtrationthe reaction mixture was filtered through silica gel
  3. concentrationthe filtrate was concentrated
  4. additiontreated with diisopropyl ether (50 ml)
  5. customThe precipitated crystals were separated
  6. customdried in vacuo (100 Torr)

Sources & evidence

ORD record
ord-52b31f1de5f04095a52e86a0a5278a03
Source dataset
uspto-grants-1989_12
Patent number
US04888340

Reaction notes

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