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

HRID 1659331Notes

Reaction equation

HRID 1659331 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:12][N:11]=[CH:10][C:9]=1[N+:13]([O-:15])=[O:14].[CH:16](=O)[CH3:17]>O.C(O)(=O)C.C(O)C>[N+:13]([C:9]1[CH:10]=[N:11][N:12]2[C:8]=1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH:16]2[CH3:17])([O-:15])=[O:14]

Participants

6

Reactant 2

HCID 177AcetaldehydeHCID 205602605-(o-Aminophenyl)-4-nitropyrazole

Product 1

HCID 1357377811-Nitro-5-methyl-5,6-dihydropyrazolo[1,5-c]quinazolineYield 92%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

20.4 g (0.1 mole) of 5-(o-aminophenyl)-4-nitropyrazole are dissolved in a mixture of 250 ml of water, 400 ml of acetic acid and 175 ml of ethanol, then 10 ml (about 0.1 mole) of acetaldehyde in 10 ml of ethanol are added. Yellow crystals separate, immediately. Thus, 21.0 g (92%) of 1-nitro-5-methyl-5,6-dihydropyrazolo[1,5-c]quinazoline are obtained. M.p.: 173°-175° C.

Workup

  1. customYellow crystals separate

Sources & evidence

ORD record
ord-125c3022fc9b4dc087b7cae43d92193b
Source dataset
uspto-grants-1981_12
Patent number
US04303660

Reaction notes

Loading…