Propynyl thiocyanate

Liquified dimethylamine added with stirring and cooling at -40° to an ethereal soln. of butyllithium, after 10 min. cooled to -70°, a mixture of 1-propynyl thiocyanate and ether added dropwise during 3 min., and kept an additional 15 min. at the above temp. N,N-dimethyl-l-propynesulfenamide. Y 75%. J. Meijer and L. Brandsma, R. 90, 1098 (1971). 

Synergists do not have to contain the MDP grouping. Other compounds showing similar activity include aryl propynyl ethers, propynyl oxime ethers, propynyl phosphorate esters and benzyl thiocyanates. 

Imidaz6[2,l-b]thiazoles (132) are further obtainable in good yield from 2-aminothiazoles (131) by the action of phenylacyl bromide, " or from 2-imino-3-(2-propynyl)-A -thiazolines (133) by alkahne cyclization. Thiocyanation of (132) and (134) yields the corresponding 5-thiocyanato-derivatives. The synthesis by established routes of further examples of this ring-system has been recorded. ... 

---