Download (4Mb) - Etheses - Saurashtra University

Part-IIExperimental80 o C) that yielded 4-chloro-2-chloromethyl-5-(4-methylphenyl)thieno[2,3-d]pyrimidine(VIi).M.P. : 85-87 o C (85-87 o C) 3 ; Yield: 90%Mol. Formula : C 14 H 10 Cl 2 N 2 S; Mol. Wt. 309.1IR (KBr) cm -1 : 2979(γ C-H ), 1458(γ C=C ), 722(γ C-Cl ).1 H NMR (CDCl 3 )δppm : 2.42 (3H, s, CH 3 ), 4.82 (2H, s, CH 2 Cl), 7.25-7.51 (5H, m, Ar-Hand H at 6).32. Synthesis of 4-chloro-2-chloromethyl-5,6-dimethylthieno[2,3-d]pyrimidine (VIii)A mixture of 2-chloromethyl-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one (Vii, 4.5gm; 0.02 mole) and phosphorus oxychloride (6.0 gm; 0.04 mole) were reacted undermicrowave irradiation (5 min) as per procedure described for the compound VIi. Thecrude product on recrystallization from hexane that yielded 4-chloro-2-chloromethyl-5,6-dimethylthieno[2,3-d]pyrimidine (Viii).M.P. : 116-118 o C (118-120 o C) 3 ; Yield: 92%Mol. Formula : C 9 H 8 C 2 N 2 S; Mol. Wt. 247.16IR (KBr) cm -1 : 2980(γ C-H ), 677(γ C-Cl ).1 H NMR (CDCl 3 )δppm : 2.45 (3H, s, CH 3 ), 2.50 (3H, s, CH 3 ), 4.82 (2H, s, CH 2 Cl).33. Synthesis of 4-chloro-2-chloromethyl-5-phenylthieno[2,3-d]pyrimidine (VIiii)A mixture of 2-chloromethyl-5-phenylthieno[2,3-d]pyrimidin-4(3H)-one (Viii, 5.5 gm;0.02 mole) and phosphorus oxychloride (6.0 gm; 0.04 mole) were reacted undermicrowave irradiation (4 min) as per procedure described for the compound VIi. Thecrude product on recrystallization from hexane that yielded 4-chloro-2-chloromethyl-5-phenylthieno[2,3-d]pyrimidine (VIiii).M.P. : 68-70 o C (70-72 o C) 3 ; Yield: 77%Mol. Formula : C 13 H 8 Cl 2 N 2 S; Mol. Wt. 295.2IR (KBr) cm -1 : 2932(γ C-H ), 1510(γ C=C ).1 H NMR (CDCl 3 )δppm : 4.82 (2H, s, CH 2 Cl), 7.25-7.62 (4H, m, Ar-H and 1H at 6).376