95236-95-6

Upstream product

• 106-49-0 p-toluidine 
• 165543-78-2 4-Chloro-dithiobenzoic acid 4-bromo-phenyl ester 
• 165543-77-1 4-Chloro-dithiobenzoic acid p-tolyl ester 
• 20849-33-6 phenyl p-chlorobenzenedithiocarboxylate 
• 39153-42-9 p-Chlor-dithiobenzoesaeure-p-chlorphenylester 
• 2447-95-2 4-chloro-N-(4-tolyl)benzamide 

Relevant academic research and scientific papers

Kinetics and mechanism of the aminolysis of phenyl dithiobenzoates

The kinetics and mechanism of the reactions of phenyl dithiobenzoates with anilines in acetonitrile at 55.0 deg C have been studied.The large magnitude of βx(βnuc) and the signs of cross-interaction constants, ρeXY > 0, ρYZ XZ > 0, are all consistent with the carbonyl addition mechanism in which the breakdown of the tetrahedral intermediate, T+/-, is rate limiting.The thiocarbonyl group (C=S) is found to favour amine expulsion in contrast to the carbonyl group (C=O) which favours the S-bonded nucleofuge expulsion from T+/-.The signs of cross-interaction constants, ρXY, ρYZ and/or ρXZ, are shown to provide useful mechanistic criteria for distinguishing, especially, the carbonyl addition mechanism involving the rate-limiting breakdown of the tetrahedral intermediate (T+/- from the concerted SN2 mechanism.

ANTIMYCOBACTERIAL THIOBENZANILIDES

A group of 30 thiobenzanilides active against Mycobacterium kansasii have been synthesized and their 1H NMR and UV spectra and RM values (TLC on silica gel impregnated with methylsilicone oil) have been measured.From the correlation between the chemical shifts of the thioamide proton in the 1H NMR spectra and the Hammett constants it can be concluded that the substituents in both aromatic rings uniformly affect the electron density of the thioamide group.The antimycobacterial activity is probably connected with local molecular parameters and can be considered to be approximately additive with respect to both parts of the molecule.