73762-91-1Relevant academic research and scientific papers
A Convenient Synthesis of 3-Chloromethyl-2(3H)-benzothiazolones
Tanabe, Yoo,Sanemitsu, Yuzuru
, p. 482 - 483 (2007/10/02)
3-Chloromethyl-2(3H)-benzothiazolones 4 were synthesized from 1,3,5-triphenyl-1,3,5-triazines 2 and chlorocarbonylsulfenyl chloride in a one-pot procedure.The chlorine atom in 4 was substituted by three types of nucleophiles, namely, potassium acetate, p-
Synthesis of 2-Thioxo-3-benzothiazolineacetonitrile and Related Products
D'Amico, John J.,Suba, Lydia,Ruminski, Peter G.
, p. 1479 - 1482 (2007/10/02)
Attempts to thermally rearrange 2-benzothiazolylthioacetonitrile (1) to the titled compound 8 failed.The reaction of 3-chloromethyl-2-benzothiazolinethione with potassium cyanide in dimethylformamide (DMF) or dimethylsulfoxide (DMSO) at 25-30 deg C afforded 8 in 98percent yield.Whereas replacing the DMF or DMSO solvent with acetone furnished the unexpected sulfide 9 in 92percent yield.Substituting 3-chloromethyl-2-benzoxazolinethione as the electrophile in the same reaction gave the sulfide 10 in 95percent yield.Possible mechanisms and supporting nmr data are discussed.
