3-(Trifluoromethyl)phenyl isocyanate → HCID 54383764, compound

HRID 1197890Notes

Reaction equation

HRID 1197890 reaction equation
[NH2:1][C:2]1[C:3](=[O:21])[O:4][C:5]2[CH:18]=[C:17]([CH3:19])[C:16]([Cl:20])=[CH:15][C:6]=2[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14].[F:22][C:23]([F:34])([F:33])[C:24]1[CH:25]=[C:26]([N:30]=[C:31]=[O:32])[CH:27]=[CH:28][CH:29]=1>C1C=CC=CC=1>[Cl:20][C:16]1[C:17]([CH3:19])=[CH:18][C:5]2[O:4][C:3](=[O:21])[C:2]([NH:1][C:31]([NH:30][C:26]3[CH:27]=[CH:28][CH:29]=[C:24]([C:23]([F:22])([F:33])[F:34])[CH:25]=3)=[O:32])=[C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[CH3:14])[C:6]=2[CH:15]=1

Participants

4

Reactant 2

HCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 10266781HCID 10266781, compound

Product 1

HCID 54383764HCID 54383764, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 3-amino-6-chloro-7-methyl-4-(2-methylphenyl)-2H-benzopyran-2- one (297 mg), 3-trifluoromethylphenylisocyanate (374 mg) and benzene (4 ml) was refluxed for 2 hours and then distilled to remove the solvent. The residue was crystallized from ethyl ether. The resulting crystals were recrystallized from ethanol to obtain colorless needles of N-[6-chloro-7-methyl-4-(2-methylphenyl)-2-oxo- 2H-1-benzopyran-3-yl]-N'-(3-trifluoromethylphenyl) urea.

Workup

  1. temperaturewas refluxed for 2 hours
  2. distillationdistilled
  3. customto remove the solvent
  4. customThe residue was crystallized from ethyl ether
  5. customThe resulting crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-c5c894eeebf64943b0f9b2b70d2b8453
Source dataset
uspto-grants-1994_01
Patent number
US05278186

Reaction notes

Loading…