HCID 135737780, compound → HCID 135737772, compound

HRID 1659346Notes

Reaction equation

HRID 1659346 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[NH:9][C:8]2([CH3:18])[CH3:17])([O-])=O.[H][H]>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[NH:9][C:8]2([CH3:18])[CH3:17]

Participants

5

Reactant 2

HCID 135737780HCID 135737780, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 135737772HCID 135737772, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3.8 g (0.015 mole) of 1-nitro-5,5-dimethyl-5,6-dihydropyrazolo[1,5-c]quinazoline is reduced with hydrogen in ethanol in the presence of palladium/carbon. When the hydrogen consumption ceases, the catalyst is removed and the solvent is evaporated. Thus, 2.42 g (76%) of 1-amino-5,5-dimethyl-5,6-dihydropyrazolo[1,5-c]quinazoline are obtained. M.p.: 181°-183° C. The hydrochloride can be precipitated by treating the free amine in ethanol with anhydrous hydrogen chloride dissolved in ethyl acetate. M.p.: 244°-245° C.

Workup

  1. customWhen the hydrogen consumption ceases
  2. customthe catalyst is removed
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-b5a2661ce5c04dc2b0110873338012fd
Source dataset
uspto-grants-1981_12
Patent number
US04303660

Reaction notes

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