Butyl isocyanate → HCID 22667145, compound

HRID 1857224Notes

Reaction equation

HRID 1857224 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.[CH2:23]([N:27]=[C:28]=[O:29])[CH2:24][CH2:25][CH3:26]>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:28]([NH:27][CH2:23][CH2:24][CH2:25][CH3:26])=[O:29])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 116163634-(6,7-Dimethoxyquinazolin-4-yloxy)aniline

Product 1

HCID 22667145HCID 22667145, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6,7-Dimethoxy-4-(4-aminophenoxy)quinazoline (100 mg) was dissolved in toluene (10 ml) with heat, n-butyl isocyanate (0.29 ml) was added, and the admixture was refluxed with heat for 40 minutes. After removing the solvent by distillation, the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (5/1) to obtain 75 mg of the title compound (yield: 56%).

Workup

  1. temperaturewith heat
  2. temperaturethe admixture was refluxed
  3. temperaturewith heat for 40 minutes
  4. customAfter removing the solvent
  5. distillationby distillation
  6. customthe resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (5/1)

Sources & evidence

ORD record
ord-1fe79b7dff5246f9839e32ba7e24cc06
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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