1-Nitro-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline → 1-Amino-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline

HRID 1659350Notes

Reaction equation

HRID 1659350 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][N:7]2[C:16]=1[C:15]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:9]([C:17](=[O:19])[CH3:18])[CH:8]2[CH3:20])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[N:6][N:7]2[C:16]=1[C:15]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:9]([C:17](=[O:19])[CH3:18])[CH:8]2[CH3:20]

Participants

4

Reactant 1

HCID 131756751-Nitro-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline

Product 1

HCID 131756851-Amino-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazolineYield 84.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

27.1 g (0.1 mole) of 1-nitro-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline are hydrogenized in ethanol in the presence of palladium/carbon catalyst. When the reduction is complete, the catalyst is removed by filtration and the filtrate is evaporated in an inert atmosphere under reduced pressure. 20.5 g (81%) of 1-amino-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline are obtained as white crystals. M.p.: 170°-172° C.

Workup

  1. customthe catalyst is removed by filtration
  2. customthe filtrate is evaporated in an inert atmosphere under reduced pressure

Sources & evidence

ORD record
ord-8fb6098d93244619b7c8d45ab751056c
Source dataset
uspto-grants-1981_12
Patent number
US04303660

Reaction notes

Loading…