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Download (4Mb) - Etheses - Saurashtra University

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Part-IExperimentalMol. formula : C 21 H 16 N 4 O 3 S 2 ; Mol. Wt. 436.5IR (KBr) cm -1 : 3335(γ NH ), 3058(γ C-H ), 1677(γ CONH ), 1046(γ S-O ), 745(γ C-S ).12. Synthesis of 2-{[(5-methoxy-1H-benzimidazol-2-yl)sulfinyl]methyl}-5-(4-methoxyphenyl)-thieno[2,3-d]pyrimidin-4(3H)-one (IVxii)2-{[(5-Methoxy-1H-benzimidazol-2-yl)thio]methyl}-5-(4-methoxyphenyl)-thieno[2,3-d]-pyrimidin-4(3H)-one (IIIxii, 2.4 gm; 0.0054 mole) was dissolved in 125 ml methanol and100 ml methylene dichloride by stirring at room temprature. Thereafter, the reactionmixture was chilled in an ice salt bath while maintaining the temperature below 0 o C. Tothis clear solution, methanolic solution of m-CPBA (1.16 gm; 0.0065 mole) was addedwhile stirring and the reation was continued for 30-45 mins. After completion of thereaction, worked up was done as for the compound IVi.M.P. : 220-225 o C; Yield: 77%.Mol. formula : C 22 H 18 N 4 O 4 S 2 ; Mol. Wt. 466.5.IR (KBr) cm -1 : 3119(γ NH ), 2997(γ C-H ), 1675(γ CONH ), 1045(γ C-S ), 703(γ C-S ).13. Synthesis of 2-[(1H-benzimidazol-2-ylsulfinyl)methyl]-5-(4-methylphenyl)-thieno[2,3-d]pyrimidin-4(3H)-one (IVxiii).2-[(1H-Benzimidazol-2-ylthio)methyl]-5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one (IIIxiii, 2.18 gm; 0.0054 mole) was dissolved in 125 ml methanol and 100 mlmethylene dichloride by stirring at room temprature. Thereafter, the reaction mixture waschilled in an ice salt bath while maintaining the temperature below 0 o C. To this clearsolution, methanolic solution of m-CPBA (1.16 gm; 0.0065 mole) was added whilestirring and the reation was continued for 30-45 mins. After completion of the reaction,worked up was done as for the compound IVi.M.P. : 215-217 o C; Yield: 91%.Mol. formula : C 21 H 16 N 4 O 2 S 2 ; Mol. Wt. 420.5IR (KBr) cm -1 : 3195(γ NH ), 3055(γ C-H ), 1678(γ CONH ), 1046(γ S-O ), 739(γ C-S ).NMR (DMSO-d 6 )δppm : 2.43 (3H, s, CH 3 ), 5.50 (2H, s, CH 2 at SCH 2 ), 7.15-7-75 (9H, m,H at 6 and Ar-H), 12.56 (1H, s, NH), 13.50 (1H, s, NH).208

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