The reactivity of 2-methylthiobenzothiazole (2) and 2-methylsulfinylbenzothiazole (3) with various chlorinating reagents has been studied.
The reaction of 2 with N-chlorosuccinimide led to 2-chloromethyltliiobenzothiazole (4). On the other hand with ...
The reactivity of 2-methylthiobenzothiazole (2) and 2-methylsulfinylbenzothiazole (3) with various chlorinating reagents has been studied.
The reaction of 2 with N-chlorosuccinimide led to 2-chloromethyltliiobenzothiazole (4). On the other hand with sulfuryl chloride, 2-chlorobenzothiazole (6) was obtained as a major product from carbon-sulfur bond cleavage.
From the reaction of 3 and thionyl chloride at a low temperature, 6 and reduced product 2 were obtained about 75% and 20% respectively. At high temperature, the result is reversed: 2 and 6 were obtained about 80% and 20% respectively.
The resulting mixture of reactions was analyzed using gas chromatography. A reasonable interpretation was provided for the competitive reactions.