Water → HCID 13175645, compound

HRID 1659326Notes

Reaction equation

HRID 1659326 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].[C:16](Cl)(=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>N1C=CC=CC=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[N:1]=[C:16]2[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 205602605-(o-Aminophenyl)-4-nitropyrazole

Product 1

HCID 13175645HCID 13175645, compoundYield 43.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

20.4 g (0.1 mole) of 5-(o-aminophenyl)-4-nitropyrazole are dissolved in 200 ml of pyridine. To the solution obtained, 14.0 g (0.1 mole) of benzoyl chloride are added, drop by drop, and the temperature of the reaction mixture is increased by 10° to 15° C., spontaneously. The mixture is reacted for 2 hours, then poured into water, and the product that solidifies is filtered off and recrystallized from dichloroethane. Thus, 12.5 g (43%) of 1-nitro-5-phenylpyrazolo[1,5-c]quinazoline are obtained. M.p.: 187°-188° C.

Workup

  1. customTo the solution obtained
  2. temperaturedrop by drop, and the temperature of the reaction mixture is increased by 10° to 15° C.
  3. customThe mixture is reacted for 2 hours
  4. filtrationthe product that solidifies is filtered off
  5. customrecrystallized from dichloroethane

Sources & evidence

ORD record
ord-bac525d483be4569b6c4657d82702860
Source dataset
uspto-grants-1981_12
Patent number
US04303660

Reaction notes

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