4-Chlorophenyl Isocyanate → HCID 10071500, compound

HRID 1197889Notes

Reaction equation

HRID 1197889 reaction equation
[NH2:1][C:2]1[C:3](=[O:21])[O:4][C:5]2[CH:18]=[C:17]([CH3:19])[C:16]([CH3:20])=[CH:15][C:6]=2[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14].[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][CH:24]=1>O1CCCC1>[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:1][C:2]2[C:3](=[O:21])[O:4][C:5]3[CH:18]=[C:17]([CH3:19])[C:16]([CH3:20])=[CH:15][C:6]=3[C:7]=2[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:14])=[O:31])=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 10085009HCID 10085009, compound

Product 1

HCID 10071500HCID 10071500, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-amino-6,7-dimethyl-4-(2-methylphenyl)-2H-1-benzopyran-2- one (279 mg) in tetrahydrofuran (4 ml) was added 4-chlorophenylisocyanate (184 mg). The mixture was stirred for 3 days at room temperature and distilled to remove the solvent. Ethyl ether was added to the residue to obtain crystals of N-(4-chlorophenyl)-N'-[6,7-dimethyl-4-(2-methylphenyl)-2-oxo-2-H-1-benzopyran-3-yl] urea (382 mg, 88.2%). Recrystallization from acetone gave colorless needles.

Workup

  1. distillationdistilled
  2. customto remove the solvent
  3. additionEthyl ether was added to the residue

Sources & evidence

ORD record
ord-d421a4277c324432bbb6a9424f53317a
Source dataset
uspto-grants-1994_01
Patent number
US05278186

Reaction notes

Loading…