1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → 1-[4-(8-Nitroquinolin-4-yloxy)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)urea

HRID 554481Notes

Reaction equation

HRID 554481 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[C:9]2[O:14][C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1)([O-:3])=[O:2].[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][C:24]=1[C:32]([F:35])([F:34])[F:33]>O1CCCC1>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[C:9]2[O:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:30]([NH:29][C:26]2[CH:27]=[CH:28][C:23]([Cl:22])=[C:24]([C:32]([F:34])([F:33])[F:35])[CH:25]=2)=[O:31])=[CH:17][CH:16]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 533302934-(8-Nitroquinolin-4-yloxy)phenylamine

Product 1

HCID 595094071-[4-(8-Nitroquinolin-4-yloxy)phenyl]-3-(4-chloro-3-trifluoromethylphenyl)ureaYield 88.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-(8-Nitroquinolin-4-yloxy)phenylamine (7.5 mg, 0.027 mmol) and 4-chloro-3-(trifluoromethyl)phenyl isocyanate (11.8 mg, 0.054 mmol) were dissolved in tetrahydrofuran, and stirred at room temperature for 12 hours. When the reaction was completed, the solvent was removed by vacuum distillation, and a white solid product was filtered to obtain 12.0 mg of the desired compound (yield 88.9%).

Workup

  1. customthe solvent was removed by vacuum distillation
  2. filtrationa white solid product was filtered

Sources & evidence

ORD record
ord-b00dce08f2a34107933f7e0c12cf30b4
Source dataset
uspto-grants-2011_11
Patent number
US08049014B2

Reaction notes

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