Hydrazine hydrate (1:1) → HCID 59242633, compound

HRID 659993Notes

Reaction equation

HRID 659993 reaction equation
C[O:2][C:3](=O)[C:4]1[C:9]([Cl:10])=[CH:8][C:7]([Cl:11])=[C:6]([O:12][CH3:13])[C:5]=1[N:14]=[CH:15]OCC.O.[NH2:21][NH2:22]>C(O)C>[NH2:21][N:22]1[C:3](=[O:2])[C:4]2[C:5](=[C:6]([O:12][CH3:13])[C:7]([Cl:11])=[CH:8][C:9]=2[Cl:10])[N:14]=[CH:15]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59726056HCID 59726056, compound

Product 1

HCID 59242633HCID 59242633, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To an ice-cooled solution of the imidate 5-2 (400 mg, 1.31 mmol) in ethanol (12 mL), was added under an argon atmosphere, hydrazine hydrate (1.8 mL, 57.8 mmol). After 15 min, the solution was warmed to room temperature and stirred for a further 2 h. The thick suspension was diluted with ethanol and filtered. The solid was washed with cold ethanol and dried under vacuum to give 3-amino-5,7-dichloro-8-methoxy-3H-quinazolin-4-one (5-3) as a white fluffy solid (289 mg, 85%).

Workup

  1. additionwas added under an argon atmosphere
  2. filtrationfiltered
  3. washThe solid was washed with cold ethanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-968d8aa7383143a1914d4ab99a9656e0
Source dataset
uspto-grants-2011_12
Patent number
US08084459B2

Reaction notes

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