Hydrochloric Acid → HCID 136066331, compound

HRID 236282Notes

Reaction equation

HRID 236282 reaction equation
CS[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.[CH3:14][O:15][CH2:16][CH2:17][O:18][C:19]1[CH:20]=[N:21][NH:22][CH:23]=1.O.Cl>CN(C)C=O>[CH3:14][O:15][CH2:16][CH2:17][O:18][C:19]1[CH:20]=[N:21][N:22]([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:23]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 135633474-(2-Methoxyethoxy)-1H-pyrazoleHCID 1354271042-(Methylsulfanyl)quinazolin-4(1H)-one

Product 1

HCID 136066331HCID 136066331, compoundYield 58.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

96 g (0.5 mole) of 2-methylthio-4(3H)-quinazolinone are stirred in 250 ml of dimethylformamide with 142 g (1 mole) of 4-(β-methoxy-ethoxy)pyrazole at the reflux temperature for 40 hours. After cooling, 2.5 litres of water are added and a pH value of 3 is established with hydrochloric acid. The crude product which separates out (97.3 g of melting point 119°-24°) is recrystallized from isopropanol. 83.8 g of 2-(4-β-methoxyethoxy-1H-pyrazol-1-yl)-4(3H)-quinazolinone of melting point 125° to 127° C. are obtained.

Workup

  1. temperatureAfter cooling
  2. customis recrystallized from isopropanol

Sources & evidence

ORD record
ord-907e8ea32f5841feb1027446b48fdfae
Source dataset
uspto-grants-1987_02
Patent number
US04644000

Reaction notes

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