Hydrazine → 3-Amino-6-chloro-4-phenyl-3,4-dihydroquinazolin-4-ol

HRID 268528Notes

Reaction equation

HRID 268528 reaction equation
[C:1]([C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1[NH:11][CH:12]=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:19][NH2:20]>C(O)C>[NH2:19][N:20]1[C:1]([OH:8])([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9]2[C:10](=[CH:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)[N:11]=[CH:12]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 82576N-(2-Benzoyl-4-chlorophenyl)formamide

Product 1

HCID 1196793-Amino-6-chloro-4-phenyl-3,4-dihydroquinazolin-4-ol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.1 mole of 2'-benzoyl-4'-chloroformanilide and 0.15 mole of hydrazine are stirred at room temperature in ethanol. Stirring is continued for 20 hours. The reaction mixture is chilled, and the precipitate filtered. The solid is washed and recrystallized from dimethylformamide to give 3-amino-6-chloro-3,4-dihydro-4-hydroxy-4-phenylquinazoline.

Workup

  1. temperatureThe reaction mixture is chilled
  2. filtrationthe precipitate filtered
  3. washThe solid is washed
  4. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-66b31b2810e14ea4b091bff004316bca
Source dataset
uspto-grants-1976_03
Patent number
US03947466

Reaction notes

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