Hydrochloric Acid → 2-(4-methyl-1H-pyrazol-1-yl)-4(3H)-quinazolinone

HRID 236280Notes

Reaction equation

HRID 236280 reaction equation
[CH3:1][C:2](=[CH:5]N(C)C)[CH:3]=O.[NH:9]([C:11]1[NH:20][C:19](=[O:21])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=1)[NH2:10].O.Cl>CO>[CH3:5][C:2]1[CH:1]=[N:10][N:9]([C:11]2[NH:20][C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=2)[CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 5658623-(Dimethylamino)-2-methyl-2-propenalHCID 1354496132-Hydrazinyl-3,4-dihydroquinazolin-4-one

Product 1

HCID 1357821622-(4-methyl-1H-pyrazol-1-yl)-4(3H)-quinazolinone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

149.2 g (1.32 moles) of 2-methyl-3-dimethylaminoacrolein are added all at once to a mixture, stirred at 40° C., of 211.2 g (1.2 moles) of 2-hydrazino-4(3H)-quinazolinone, 1.5 litres of water, 540 ml of methanol and 220 ml of concentrated hydrochloric acid. The suspension is stirred at 40° for a total of 4.5 hours and at 60° for 1.5 hours. The crude 2-(4-methyl-1H-pyrazol-1-yl)-4(3H)-quinazolinone isolated at room temperature is obtained in an amount of 245 g of melting point 169°-71°.

Sources & evidence

ORD record
ord-df115ada26fd4e3096de79d3a7845aa0
Source dataset
uspto-grants-1987_02
Patent number
US04644000

Reaction notes

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