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

HRID 1659334Notes

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].[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1)([O-:18])=[O:17]>>[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:23]2[C:22]1[CH:25]=[CH:26][C:19]([N+:16]([O-:18])=[O:17])=[CH:20][CH:21]=1)([O-:15])=[O:14]

Participants

Reactant 2

HCID 5414-Nitrobenzaldehyde

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

Product 1

HCID 1357377751-Nitro-5-(p-nitrophenyl)-5,6-dihydropyrazolo[1,5-c]quinazolineYield 90%

Procedure

5-(o-Aminophenyl)-4-nitropyrazole is reacted with p-nitrobenzaldehyde as described in Example 11. 1-Nitro-5-(p-nitrophenyl)-5,6-dihydropyrazolo[1,5-c]quinazoline is obtained. M.p.: 190°-191° C. Yield: 90%.

Sources & evidence

ORD record: ord-4aec9137bb7d41afb06332d010f37a44
Source dataset: uspto-grants-1981_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04303660

Reaction notes

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