2-METHYLARENO[d]-3-AZATELLUROPHENES

Abstract

Abstract 2-6-Dimethylbenzo[d]-3-azatellurophene(22%), 2-methyl-6-tert-butylbenzo[d]-3-azatellurophene (11%), 2-methyl-6-chlorobenzo[d]-3-azatellurophene (31%) and 2-methylnaphtho[2,1-d]-3- azatellurophene (13%) were prepared from 4-methylaniline, 4-tert-butylaniline, and 2-aminonaphthalene, respectively. The yields given in parentheses are overall yields based on the arylamine. For example, equimolar amounts of mercury acetate and 4-aminotoluene were refluxed in methanol for 12 hours. Lithium chloride was added to the mixture to produce 2-amino-5-methylphenyl mercury chloride. Acetylation with excess acetic anhydride gave 2-acetamido-5-methylphenyl mercury chloride in nearly quantitative yield based on aminotoluene. The aryl mercury chloride produced 2-acetamido-5-methylphenyl tellurium trichloride in 40% yield when refluxed with an equimolar amount of tellurium tetrachloride in acetic acid. Reduction with excess sodium sulfide gave bis(2-acetamido-5-methylphenyl) ditelluride in 94% yield, which was isola...