Hydrochloric Acid → HCID 53937337, compound

Participants

Reaction Steps

1,2,3,9-tetrahydro-9-oxo-pyrrolo[2,1-b]quinazoline-7-carboxylic acid (1.4 g) was reacted with 2-methyl-benzaldehyde (1.65 g) in methanol (50 ml) in the presence of sodium methoxide (1.3 g) under stirring at the reflux temperature for 48 hours. After cooling the reaction mixture was acidified with 37% HCl and the precipitate was filtered and washed with water until neutral: crystallization from chloroform-ethanol gave 1.2 g of 3-(2-methyl-benzylidene)-1,2,3,9-tetrahydro-9-oxo-pyrrolo[2,1-b]quinazoline-7-carboxylic acid, m.p. 285°-287° C., NMR (CF3COOD) δp.p.m.: 2.58 (s) (3H, CH3), 3.66 (m) (2H, C-2 protons), 4.74 (t) (2H, C-1 protons), 7.40-7.85 (m) (4H, phenyl protons), 8.09 (d) (1H, C-5 proton), 8.65 (t) (1H, =CH--), 8.84 (d d) (1H, C-6 proton), 9.30 (d) (1H, C-8 proton).

Provenance & Evidence