Phenyl isocyanate → 4-(6,7-Dimethoxy-4-quinazolinyl)-N-phenyl-1-piperazinecarboxamide

HRID 993154Notes

Reaction equation

HRID 993154 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[N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.[C:21]1([N:27]=[C:28]=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[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[N:15]1[CH2:16][CH2:17][N:18]([C:28]([NH:27][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:29])[CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 27584846,7-Dimethoxy-4-piperazin-1-yl-quinazoline

Product 1

HCID 110366394-(6,7-Dimethoxy-4-quinazolinyl)-N-phenyl-1-piperazinecarboxamideYield 44.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 5 ml of ethanol was dissolved 278 mg (1.0 mmol) of 6,7-dimethoxy-4-piperazinylquinazoline obtained by the method described in South African Patent No. 67 06512 (1968), and 0.109 ml (1.0 mmol) of phenyl isocyanate was added thereto. The mixture was heated under reflux for 10 minutes and then allowed to cool to room temperature. The precipitated crystals were collected by filtration and recrystallized from ethanol to give 174.3 mg of the desired compound as colorless crystals. yield: 44%

Workup

  1. customobtained by the method
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 10 minutes
  4. filtrationThe precipitated crystals were collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-542bb0b84c76469ebf0fb35d6231c8d1
Source dataset
uspto-grants-2002_10
Patent number
US06472391B2

Reaction notes

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