The Temperature Dependence of the Hydrolysis of a Series of Substituted Benzylidene-1,1-dimethylethylamines

Mechanism of enamine hydrolysis

“…[22][23][24] The entropies of activation for the propiophenone enamines are about 10 gibbs/mol more negative than those for a series of substituted benzylidene-1,1dimethylethylamines. 25 It is possible that the more negative activation entropies can be attributed to formation of a cyclic transition state, I, with the enamines but not with the Schiff bases. A cyclic transition state has the advantage of leading to a product in which the proton is on the nitrogen atom rather than on the less basic oxygen atom.…”

Spectrophotometric and Polarographic Studies on the Kinetics of Hydrolysis of N‐(6‐Methyl‐5‐Nitropyridin‐2‐yl Methylidene)‐N′‐(Substituted Thiazol‐2‐yl)Hydrazines

“…Several re search pro jects were di rected to study the hy dro ly sis of hydrazone de rived from aliphatic and ar o matic amines. [3][4][5][6][7][8][9][10][11][12][13][14] The prep a ra tion of heterocyclic hydrazines and hydrazides has re ceived con sid er able at ten tion since iproniazide dem onstrated in vi tro ac tiv ity. 15,16 How ever, a lit er a ture sur vey revealed the ab sence of hy dro ly sis of hydrazone de rived from bi o log i cally ac tive nitropyridine 17,18 and 4-substituted aminothiazole.…”