78958-99-3Relevant academic research and scientific papers
A NEW ROUTE TO 2H-(1,2,4)TRIAZINO(3,4b)BENZOTHIAZOLE-3(4H)-ONE (4)
D'Amico, John J.,Bollinger, Frederic G.,Dahl, William E.
, p. 71 - 76 (2007/10/02)
The reaction of 3-(carbethoxymethyl)benzothiazoline-2-thione (1) with excess hydrazine in an aqueous medium at 25-30 deg or 95-100 deg C afforded the hydrazide (3) in 99percent yield and the titled heterocyclic compound (4) in 63percent yield, respectively.Under the same reaction conditions and replacing the above electrophile with 3-(carbethoxymethyl)-2-benzothiazoline furnished the hydrazide (5) in 45percent yield and a 6percent yield of 5 plus a high yield of a resinous mixture, respectively.Possible mechanism and supporting NMR and mass spectral data are discussed.
