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

HRID 1659335Notes

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].[Cl:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[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:21]2[C:20]1[CH:23]=[CH:24][C:17]([Cl:16])=[CH:18][CH:19]=1)([O-:15])=[O:14]

Participants

Reactant 2

HCID 77264-Chlorobenzaldehyde

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

Product 1

HCID 1357377761-Nitro-5-(p-chlorophenyl)-5,6-dihydropyrazolo[1,5-c]quinazolineYield 83%

Procedure

5-(o-Aminophenyl)-4-nitropyrazole is reacted with p-chlorobenzaldehyde as described in Example 11 to give 1-nitro-5-(p-chlorophenyl)-5,6-dihydropyrazolo[1,5-c]quinazoline. M.p.: 217°-219° C. Yield: 83%.

Sources & evidence

ORD record: ord-de1559e0b4064a92b588967ede8b4a22
Source dataset: uspto-grants-1981_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04303660

Reaction notes

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