Chlorosulfonic acid → 3-Amino-8-bromo-5,6-dihydrobenzo[f]quinazolin-1(2h)-one-9-sulfonylchloride

Participants

Reaction Steps

Chlorosulfonic acid (100 g) was added to 3-amino-8-bromo-5,6-dihydro-benzo[f]quinazolin-1(2H)-one (5.20 g, 17.8 mmole) and the solution stirred overnight at room temperature. The reaction mixture was poured over ice, the collected solid washed with water, and dried under high vacuum to give 3-amino-8-bromo-5,6-dihydrobenzo[f]quinazolin-1(2H)-one-9-sulfonyl chloride (7.25 g, 90%). 1H NMR (DMSO-d6, 200 MHz) δ: 2.67-2.75 (m, 2H, ArCH2), 2.81-2.88 (m, 2H, ArCH2), 7.43 (s, 1H, Ar), 8.23 (br s, 2H, NH2), 8.91 (s, 1H, Ar), 9.90-10.50 (v br s, 1H, NH). Anal Calculated for C12H9BrClN3O3S1/2H2O.9/20H2SO4: C, 32.48; H, 2.48; N, 9.47; S, 10.46. Found: C, 32.68; H, 2.37; N, 9.20; S, 10.40.

Provenance & Evidence