4-Methoxybenzaldehyde → 1-Nitro-5-(p-methoxyphenyl)-5,6-dihydropyrazolo[1,5-c]quinazoline

HRID 1659332Notes

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)[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1>>[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[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)([O-:15])=[O:14]

Participants

Reactant 2

HCID 312444-Methoxybenzaldehyde

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

Product 1

HCID 1357377831-Nitro-5-(p-methoxyphenyl)-5,6-dihydropyrazolo[1,5-c]quinazolineYield 97%

Procedure

5-(o-Aminophenyl)-4-nitropyrazole is reacted with p-anisaldehyde as given in Example 11. 1-Nitro-5-(p-methoxyphenyl)-5,6-dihydropyrazolo[1,5-c]quinazoline is obtained with a yield of 97%. M.p.: 181°-183° C.

Sources & evidence

ORD record: ord-385608fa210f400b872e7b4596419d49
Source dataset: uspto-grants-1981_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04303660

Reaction notes

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