Download (4Mb) - Etheses - Saurashtra University

Part-IIExperimentalM.P. : 247-249 o C; Yield: 68%Mol. Formula : C 13 H 8 BrClN 2 OS; Mol. Wt. 355.64IR (KBr) cm -1 : 2980(γ C-H ), 1655(γ C=O ), 775(γ C-Cl )13. Synthesis of 2-chloromethyl-4H-[1,2,4]triazino[6,1-b]quinazolin-4,10-dione(Vxiii)A mixture of 3-amino-2-carbethoxyquinazolin-4-one (Ixiv, 4.66 gm; 0.02 mole),chloroacetonitrile (1.65 gm; 0.022 mole) and catalytic amount of HCl (0.5 ml) werereacted under microwave irradiation (30 min) as per procedure described for thecompound Vi. The crude product on recrystallization from methanol-chloroform mixtureyielded the 2-chloromethyl-4H-[1,2,4]triazino[6,1-b]quinazolin-4,10-dione (Vxiii).M.P. : 240-243 o C (242-244 o C) 6 ; Yield: 60%Mol. Formula : C 11 H 7 Cl N 4 O 2 ; Mol. Wt. 262.2IR (KBr) cm -1 : 2896(γ C-H ), 1686(γ CONH ), 778(γ C-Cl ).14. Synthesis of 2-chloromethyl-3H-benzo[4,5]thieno[3,2-d]pyrimidin-4-one (Vxiv)A mixture of ethyl 3-aminobenzo[b]thiophene 2-carboxylate (Ixviii, 4.42 gm; 0.02 mole),chloroacetonitrile (1.65 gm; 0.022 mole) and catalytic amount of HCl (0.5 ml) werereacted under microwave irradiation (45 min) as per procedure described for thecompound Vi. The crude product on recrystallization from methanol-chloroform mixtureyielded the 2-chloromethyl-3H-benzo[4,5]thieno[3,2-d]pyrimidin-4-one (Vxiv).M.P. : 150-152 o C; Yield: 62%Mol. Formula : C 11 H 7 ClN 2 OS; Mol. Wt. 250.7IR (KBr) cm -1 : 2980(γ C-H ), 1680(γ CONH ), 740(γ C-Cl ).15. Synthesis of 2-chloromethyl-9-methoxy-3H-benzo[4,5]thieno[3,2-d]pyrimidin-4-one (Vxv)A mixture of ethyl 3-amino-4-methoxybenzo[b]thiophene 2-carboxylate (Ixvi, 5.02 gm;0.02 mole), chloroacetonitrile (1.65 gm; 0.022 mole) and catalytic amount of HCl (0.5ml) were reacted under microwave irradiation (40 min) as per procedure described for thecompound Vi. The crude product on recrystallization from methanol-chloroform mixture368