1-Isocyanato-4-methoxybenzene → N-{4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-(4-methoxyphenyl)urea

HRID 1857222Notes

Reaction equation

HRID 1857222 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([N:31]=[C:32]=[O:33])=[CH:27][CH:26]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:32]([NH:31][C:28]2[CH:29]=[CH:30][C:25]([O:24][CH3:23])=[CH:26][CH:27]=2)=[O:33])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 794431-Isocyanato-4-methoxybenzeneHCID 116163634-(6,7-Dimethoxyquinazolin-4-yloxy)aniline

Product 1

HCID 11155047N-{4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]phenyl}-N'-(4-methoxyphenyl)ureaYield 49%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6,7-Dimethoxy-4-(4-aminophenoxy)quinazoline (81 mg) was dissolved in toluene (5 ml) with heat, 4-methoxyphenyl isocyanate (0.29 ml) was added, and the admixture was refluxed with heat for 40 minutes. The separated solid was filtered and washed with toluene to obtain 60 mg of the title compound (yield: 49%).

Workup

  1. temperaturewith heat
  2. temperaturethe admixture was refluxed
  3. temperaturewith heat for 40 minutes
  4. filtrationThe separated solid was filtered
  5. washwashed with toluene

Sources & evidence

ORD record
ord-6c9738838f014f28a52d2493c15d46d3
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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