HCID 135838127, compound → HCID 135838119, compound

Participants

Reaction Steps

A suspension of 3-amino-5,6-dihydro-8-nitrobenzo[f]quinazolin-1(2H)- one sulfate monohydrate (2.0 g, 5.3 mmoles) and 5% palladium on carbon (10 mg) in 1 N HCl (20 ml) was reacted with hydrogen using a Parr hydrogenation apparatus. When uptake of hydrogen ceased, the mixture was filtered and the filtrate was evaporated, leaving a white resicdue which was resuspended in water (20 ml) with stirring, and filtered. The crude product was recrystallized from 2 M H2SO4 to give, after drying, 3,8-diamino-5,6-dihydrobenzo[f]quinazolin-1(2H)-one as a wh'te solid. (1.1 g, 61%) 1H NMR (DMSO-d61 80 MHz) δ: 2.60-2.65(m, 4H, CH2CH2); 4.99-5.69(br s, 2H, NH2); 6.75-6.79(m, 4H, NH2 +Ar); 8.24-8.35(d, J 9 Hz, 1H, Ar). Anal. Calculated for 2H12N4 0.H2SO4.1/2H2O: C, 42.98; H, 4.51; N, 16.71; S. 9.i6. Found: C, 42.95; H, 4.54; N, 16.66; S, 9.57.

Provenance & Evidence