Hydrochloric Acid → 4-Hydroxy-6-methoxy-7-(2-morpholinoethoxy)quinazoline

HRID 634703Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)[N:9]=[CH:8][N:7]=[C:6]2[O:22]C1C=CC=CC=1.Cl.C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)[N:9]=[CH:8][NH:7][C:6]2=[O:22]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 6-methoxy-7-(2-morpholinoethoxy)-4-phenoxyquinazoline (400 mg, 1.05 mmol) and 2M hydrochloric acid (10 ml) was heated at 100° C. for 2 hours and then allowed to cool. The mixture was neutralised with solid sodium hydrogen carbonate. Addition of methylene chloride gave a white precipitate which was collected by filtration, washed with acetone and dried to give 6-methoxy-7-(2-morpholinoethoxy)-3,4-dihydroquinazolin-4-one (320 mg, 100%).

Workup

temperatureto cool
customgave a white precipitate which
filtrationwas collected by filtration
washwashed with acetone
customdried

Sources & evidence

ORD record: ord-9bdf0593c66c4cfdba8497f94f5212e2
Source dataset: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06184225B2

Reaction notes

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