Journal of the Chemical Society. Perkin transactions I p. 356 - 359 (1981)
Update date:2022-08-05
Topics:
Flowers, William T.
Robinson, John F.
Taylor, David R.
Tipping, Anthony E.
1,4-Dichloro-1,4-diphenyl-2,3-diazabutadiene (1) reacts with potassium cyanate to give 5-phenyl-1,2,4-triazol-3(2H)-one (9), but with potassium thiocyanate it gives the 1-chloro-4-thiocyanato-2,3-diazabutadiene (3).The thiocyanate (3) is not isomerized by heat, but is hydrolysed by acid to a mixture of 2,5-diphenyl-1,3,4-oxadiazole and 2-amino-5-phenyl-1,3,4-thiadiazole.Sodium hydrosulphide, potassium ethylxanthate, and thiourea all convert the dichlorodiazabutadiene (1) into 2,5-diphenyl-1,3,4-thiadiazole, while 2-aminobenzenethiol converts it into 2-phenylbenzothiazole.
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