meyer reports m.p. 188°), only when -chlorocyclopen-residue from ethanol gave the product in 24% yield. Anal. tanone was condensed with ammonium dithiocarbamate at Caled, for C6H7NS2: N, 8.90. Found: N, 9.07. 100°(12 mm.) for 30 min. Recrystallization of the solid Summit, N. J.
Dithioamines and sulfenamides derived from various cyclic amines were evaluated as accelerators and vulcanizing agents. Structural variations of these compounds are correlated with their scorch delaying properties, accelerating activity and vulcanization efficiency, employing the Mooney Viscometer and the Monsanto Oscillating Disk Rheometer. The relative cure characteristics differed with changes in the basic structure of the compounds, and with the size and type of the cyclic amine moiety. However, the piperidine derivatives consistently showed longer scorch delay and slower mean cure rate than the corresponding derivatives of pyrrolidine, hexamethylenimine or heptamethylenimine. In the case of the thiazolyl sulfenamides, the type of substitution in the thiazolyl group also influenced scorch delay. An empirical relation was observed between the effect of concentration of the thiazolyl sulfenamides on scorch delay and the results of differential thermal analyses of sulfenamide and sulfur blends.
5-Carbomethoxy-4-methyl-2-thiazolethiol, ó-carbethoxy-4-methyl-2-thiazolethiol and 2-mercapto-4-methyl-5-thiazolyl methyl ketone have been prepared. The corresponding disulfides, zinc salts and sulfenamides were also synthesized. An unexpected reaction encountered was the decarboxylation of 2-mercapto-4-methyl-5-thiazolecarboxylic acid fo give 2-(butylmereapto)-4-methylthiazole when treated with butyl alcohol under acidic conditions.
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