Indian Journal of Chemistry Vol. 21A, November 1982, pp. 1074-1075 Some Novel Adducts of N-{Substituted- pheny ljcyclo hexy1)-2-merca ptoacetamide with Tin{II) Chloride R C MEHROTRA. (Miss) HEMANT SHARMA, ANIL KUMAR. VINOD SHARMA & B P BACHLAS' Department of Chemistry, University of Rajasthan, Jaipur 302004 Received 24 March 1982; revised and accepted 20 May 1982 Addition products of the type SnClz.L and SnCI 2 .2L, where L =ArNHCOCH 2 SH [Ar=C 6 H,. p-CIC 6 H 4 , p-CH 3 C"H •. 3,6- (CH')2C6H3, 3,5-(CH,l2C.H" 2,6-{CH.l),C"H3,p-OCH,C"H. and C6H, ,] have been synthesised by the reaction of anhydrous stannous chloride and the ligand (L) in I: I and I: 2 molar ratios in methanol. The products have been characterised on the basis of elemental analyses. conductance measurements in nitrobenzene and infrared studies. Numerous adducts of tin(ll) halides with nitrogen and oxygen donor ligands are known I -3, but only scanty yet interesting studies have been made with sulphur donor ligands" -6, using Mossbauer spectroscopy. In view of this we have synthesised adducts of stannous chloride with the sulphur donor ligands X- NHCOCHzSH, where X = C 6 H 5 ; p-CIC 6 H 4 ; p- CH 3 C 6 H 4 ; 2,6-(CH)zC6H3; 3,6-(CH3)zC6H3; 3,5- (CH 3 }zC 6 H 3 ; p-(OCH 3 )C6H4 and C 6 H II' Reagent grade (BDH) tin dichloride dihydrate was dehydrated as recommended by Vogel? and stored in vacuo. Methanol was dried and distilled over magnesium methoxide 7. Syntheses of ligands- The ligands were synthesised and recrystallised before use using the literature method". Their purities were checked by TLC using iodine as a developer. Mercapto group was estimated iodometrically. Of the ligands used in the present study, N-(isomeric xylyl)- and N-(cyclohexyl)-2- mercaptoacetamides are new ones. Syntheses of tin(/l) adducts+ These adducts were synthesised by adding methanolic solution of anhydrous stannous chloride to the methanolic solution of the ligand, in varying molar ratios (I : I and I : 2). The reaction mixture was invariably refluxed under nitrogen for I hr. The product was precipitated by the addition of either dried petroleum ether or benzene and then filtered and dried in vacuo and analysed" for sulphur, nitrogen, tin and chlorine. The results are listed in Table I. IR spectra were scanned on a double beam Perkin-Elmer 577 IR spectrophoto- meter. Conductance measurements were carried out on a conductivity bridge type 302 S.R. No. 471. The reactions between stannous chloride and N- (substituted aryl or cyclohexyl)-2-mercaptoacetamide 1074 in I: I and I: 2 molar ratios gave corresponding ad ducts, Initially the products are soluble in methanol but once the solvent is stripped off they become insoluble in polar and non-polar solvents. They are non-conducting in nitrobenzene and decompose around 200 c without melting. They are polymeric and hydrolytically and thermally stable. In all the derivatives both I'NH and I'C =0 shift to lower wave numbers in comparison to their positions in ligand spectra indicating coordination through NH and C = 0 groups of ligands in the complexes. Normally Sn-N bond is weaker relative to Sn-O and Sn-S bonds: therefore, in the presence of both carbonyl Table \ ..Characterisation Data' of N-Substituted-2- mercaptoacetarnide Adducts with SnCl 1 Product (Molar ratio of reactants) SnCI 2 ·C.H,NHCOCH 2 SH (I : I) SnCI 2 .p-CIC 6 H 4 NHCOCH 1 SH (I: Ii SnCil·p-CH3C6H4NHCOCH2SH (I: I) SnCI 2 ·3,5-(CH 3 hC.H 3 NHCOCH z SH (I : I) SnCil·2.6,{CH3)2C"H3NHCOCH'lSH (I : I) SnCI 2 ·2.5-(CH 3 hC.H 3 NIKOCH 2 SH (1 : I) SnCI 2 ·p-(OCH 3)C6H4N HCOCH 2SH (I : I) SnCl z ·C6H" NHCOCH1Sli (I : I) SnCi 2 ·2(C6H,NHCOCH 2 SH) (I: 2) SnCI 2 ·2(p-CIC.H 4 NHCOCH 2 SH) (I: 2) SnCI 1 ·2(p-CH 3 C.H 4 NHCOCH 1 SH) (1 : 2) SnCi 1 ·2[3.5-(CH 3 )lC 6 H,NHCOCH 2 SH] (I: 2) SnCl z ·2[2,6-{CH 3 )lC.H 3 NHCOCH z SH] (1 : 2) SnCl z ·2[2.5-(CH 3 )lC.H,NHCOCH z SH] (I: 2) SnCl z ·2[p-(OCH 3 )C6H,NHCOCH z SH] (I: 2) SnCI 2 .2[C.H, ,NHCOCH1SH] (I: 2) colour Dec.,' (yield. m.p. ~;,) (T) Yellow 218 (80) White 226 (82) Yellow 221 (75) White 225 (80) White 227 (85) White 223 (85) White 225 (90) Yellow 215 (85) White 231 (85) White 228 (85) White 221 (85) White 230 (85) White 231 (85) White 228 (85) White 232 (85) Light- 236 yellow (90) ·Satisfactory elemental analyses were obtained for all the complexes.