
%0 Journal Article
%A Maynard, JA 
%A Rae, ID 
%A Rash, D 
%A Swan, JM 
%T Reaction of 2-(4'-Thiazolyl)benzimidazole (thiabendazole) with alkyl halides
%J Australian Journal of Chemistry
%D 1971/09/01
%V 24
%N 9
%P 1873-1881
%K 
%R https://doi.org/10.1071/CH9711873
%U https://www.publish.csiro.au/paper/CH9711873 
%X 2-(4?-Thiazolyl)benzimidazole (thiabendazole) is alkylated at a benzimidazole nitrogen by reaction with sodium hydride and an alkyl halide. With 1,3-dibromo-propane and 1,2-dibromoethane, the thiazole nitrogen is also alkylated to give quaternary salts containing the 6,7- dihydro-5H-thiazolo[3?,4?:1.2][1,4]diazepino-[8,9-a]benzimidazole and 5,6-dihydrothiazolo[3?,4?:1,2]pyrazino[7,8-a]benzimidazole ring systems respectively. The structures proposed for these tetracyclic products are supported by spectroscopic examination of the products formed by alkali fission of their thiazole rings. 
