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Part-IExperimentalchloroacetonitrile (0.98 gm; 0.012 mole) in dry dioxane (20 ml) for 6 hrs. at temperaturebelow 10 o C. The reaction mixture was worked up as for IIi. The solid separated wasfiltered, washed with water and dried. The crude product on recrystallization fromchloroform-methanol mixture yield fine needles characterized as 6-chloromethyl-2,4-dimethyl-7H-9-thia-1,5,7-triaza-fluoren-8-one (IIxiii).M.P. : 275-277 o C (273-275 o C) 7 ; Yield: 90%Mol. Formula : C 12 H 10 Cl N 3 OS; Mol. Wt. 279.7IR (KBr) cm -1 : 3013(γ C-H ), 1675(γ CONH ), 746(γ C-Cl )MS m/e : 281(M+1), 279(M + ), 244, 216.14. Reaction of 3-amino-2-carbethoxyquinazolin-4-one with chloroacetonitrile in thepresence of dry hydrogen chloride gas (IIxiv)A stream of dry hydrogen chloride gas was bubbled through an ice-cold mixture of 3-amino-2-carbethoxyquinazolin-4-one (Ixiv, 2 gm; 0.0085 mole) and chloroacetonitrile(1.30 gm; 0.017 mole) in dry dioxane (20 ml) for 10 hrs. at temperature below 10 o C. Thereaction mixture was then worked up as for IIi. The solid separated was filtered, washedwith water and dried. The crude product on recrystallization from chloroform-methanolmixture yielded fine needles, characterized as 2-(chloromethyl)-3H-[1,2,4]triazino[6,1-b]quinazoline-4,10-dione (IIxiv).M.P. : 240-243 o C (242-244 o C) 16 ; Yield: 60%Mol. Formula : C 11 H 7 Cl N 4 O 2 ; Mol. Wt. 262.6IR (KBr) cm -1 : 2896(γ C-H ), 1686(γ CONH ), 778(γ C-Cl ).15. Reaction methyl 2-amino-4,5-dimethoxybenzoate with chloroacetonitrile in thepresence of dry hydrogen chloride gas (IIxv)A stream of dry hydrogen chloride gas was bubbled through an ice-cold mixture ofmethyl 2-amino-4,5-dimethoxybenzoate (Ixv, 13.5 gm; 0.06 mole) and chloroacetonitrile(6.8 gm; 0.09 mole) in dry dioxane (60 ml) for 6 hrs. at temperature below 10 o C. Thereaction mixture was worked up as for IIi. The solid separated was filtered, washed withwater and dried. The crude product on recrystallization from dioxane yielded fine needlescharacterized as 2-(chloromethyl)-6,7-dimethoxyquinazolin-4(3H)-one (IIxv).183