Pyridine → HCID 53917626, compound

Participants

Reaction Conditions

Reaction Steps

3-(2-methyl-benzylidene)-1,2,3,9-tetrahydro-9-oxo-pyrrolo[2,1-b]quinazoline-7-carboxamide (2.7 g) in dimethylformamide (100 ml) containing pyridine (2.6 ml) was reacted with p-toluenesulfonyl chloride (3.1 g) under stirring at 70° C. for 4 hours. After cooling and dilution with water, the precipitate was filtered and washed with water until neutral: crystallization from chloroform-ethanol gave 1.8 g of 7-cyano-3-(2-methyl-benzylidene)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazoline-9-one, m.p. 234°-236° C., NMR (CDCl3 -DMSO-CF3COOD) δ ppm: 2.50 (s) (3H, --CH3), 3.29 (m) (2H, C-2 protons), 4.28 (t) (2H, C-1 protons), 7.30-7.60 (m) (4H, phenyl protons), 7.89 (m) (2H, C-5 and C-6 protons), 8.16 (d) (1H, C-8 proton), 8.59 (t) (1H, =CH--).

Provenance & Evidence