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Abstract In this investigation, when 10H-phenothiazine (1) was treated with 2- chloroacetonitrile, the corresponding 2-( 1 OH-phenothiazin- 10-y1)acetonitrile (69) was obtained in 82 % yield (Scheme I). a ;+ s 1”Ac”eto ne- a’n H N\\ I N\ 4 69 Scheme 1 Refluxing of 69 with sodium azide in DMF and in the presence of ammonium chloride afforded the corresponding tetrazole derivative 70 in 62 % yield (Scheme 2). 70 Scheme 2 A mixture of 69 and hydrazine hydrate in dry ethanol was refluxed to give the acetimidohydrazide derivative 71 in 76 % yield (Scheme 3). Carbon disulfide was added to a solution of 71 in MeOH and the mixture was refluxed for 12 h to afford the thione derivative 72 in 82 % yield (Scheme 4). Scheme 4 A mixture of 71 and triethylorthoformate in ethanol was refluxed for 24 h to give the corresponding 1,2,4-triazole derivative 73 in 76 % yield (Scheme 5). Triethylorthof ormate Scheme 5 Carbon disulfide was added to a solution of 71 in MeOH and the mixture was refluxed for 12 h to afford the thione derivative 72 in 82 % yield (Scheme 4). Scheme 4 A mixture of 71 and triethylorthoformate in ethanol was refluxed for 24 h to give the corresponding 1,2,4-triazole derivative 73 in 76 % yield (Scheme 5). Triethylorthof ormate Scheme 5 |