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

HRID 236279Notes

Reaction equation

HRID 236279 reaction equation
[NH:1]([C:3]1[NH:12][C:11](=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)[NH2:2].O.Cl.CO[CH:18](OC)[CH2:19][CH:20](OC)OC>CO>[N:1]1([C:3]2[NH:12][C:11](=[O:13])[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[N:4]=2)[CH:20]=[CH:19][CH:18]=[N:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 66019TetramethoxypropaneHCID 1354496132-Hydrazinyl-3,4-dihydroquinazolin-4-one

Product 1

HCID 1357821602-(1H-pyrazol-1-yl)-4(3H)-quinazolinoneYield 70.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 35.2 g (0.2 mole) of 2-hydrazino-4(3H)-quinazolinone, 250 ml of water, 30 ml of methanol and 36.6 ml of concentrated hydrochloric acid is stirred with 36.08 g (0.22 mole) of 1,1,3,3-tetramethoxy-propane at 40° C. The desired product precipitates after a short time from the solution initially formed. After a reaction of one hour in total at 40° C., 29.8 g of 2-(1H-pyrazol-1-yl)-4(3H)-quinazolinone (melting point 148°-50°) are isolated.

Workup

  1. customThe desired product precipitates after a short time from the solution
  2. custominitially formed
  3. customAfter a reaction of one hour in total at 40° C.

Sources & evidence

ORD record
ord-0fc4c51cdf1440039f2684d846d024a6
Source dataset
uspto-grants-1987_02
Patent number
US04644000

Reaction notes

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