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Part-IExperimentalNMR (CDCl 3 )δppm : 2.40 (3H, s, CH 3 at 6), 4.42 (2H, s, CH 2 at 2), 7.38-7.44 (5H, m, Ar-H & H at 5 & 6).11. Reaction of ethyl 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene 3-carboxylatewith chloroacetonitrile in the presence of dry hydrogen chloride gas (IIxi)A stream of dry hydrogen chloride gas was bubbled through an ice-cold mixture of ethyl2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene 3-carboxylate (Ixi, 12.6 gm; 0.06 mole)and chloroacetonitrile (6.8 gm; 0.09 mole) in dry dioxane (60 ml) for 6-8 hrs. Thereaction mixture was worked up as for IIi. The crude product on recrystallisation fromdioxane yielded fine needles (9.0 gm; 72%), m.p 276-278 o C (278-280 o C) 3 , characterizedas 2-chloromethyl-3,5,6,7-tetrahydrocyclopenta[4,5]thieno[2,3-d]pyrimidin-4(3H)-one(IIxi).Mol. Formula : C 10 H 9 ClN 2 OS; Mol. Wt. 240.7IR (KBr) cm -1 : 1678(γ CONH ), 3015(γ CH2 ), 754, 686, 625(γ C-Cl ).12. Reaction of 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene 3-carboxylatewith chloroacetonitrile in the presence of dry hydrogen chloride gas (IIxii)A stream of dry hydrogen chloride gas was bubbled through an ice-cold mixture of 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylate (Ixii, 14.3 gm; 0.06mole) and chloroacetonitrile (6.8 gm; 0.09 mole) in dry dioxane (60ml) for 6-8 hrs. Thereaction mixture was worked up as for IIi. The crude product on recrystallisation fromdioxane yielded fine needles (10 gm; 70%), m.p 188-190 o C, characterized as 2-chloromethyl-3,5,6,7,8,9-hexahydro-10-thia-1,3-diaza-benzo[a]azulen-4-one (IIxii).M.P. : 188-190 o C; Yield: 70%Mol. Formula : C 12 H 13 ClN 2 OS; Mol. Wt. 268.7IR (KBr) cm -1 : 2924(γ C-H ), 1670(γ CONH ), 1471(γ C-H ), 736, 752(γ C-Cl )13. Reaction of 3-amino-2-carbethoxy-4,6-dimethylthieno[2,3-b]pyridine withchloroacetonitrile in the presence of dry hydrogen chloride gas (IIxiii)A stream of dry hydrogen chloride gas was bubbled through an ice-cold mixture of 3-amino-2-carbethoxy-4,6-dimethylthieno[2,3-b]pyridine (Ixiii, 1.5 gm; 0.0066 mole) and182