55365-86-1Relevant academic research and scientific papers
Niaziminin, a thiocarbamate from the leaves of Moringa oleifera, holds a strict structural requirement for inhibition of tumor-promoter-induced epstein- barr virus activation
Murakami, Akira,Kitazono, Yumi,Jiwajinda, Suratwadee,Koshimizu, Koichi,Ohigashi, Hajime
, p. 319 - 323 (1998)
Three known thiocarbamate (TC)- and isothiocyanate (ITC)-related compounds have been isolated from the leaves of Moringa oleifera, a traditional herb in southeast Asia, as inhibitors of tumor promoter teleocidin B-4-induced Epstein- Barr virus (EBV) activ
Effect of successive increase in alcohol chains on reaction with isocyanates and isothiocyanates
Perveen, Shahnaz,Yasmin, Arfa,Khan, Khalid Mohammed
experimental part, p. 18 - 23 (2010/04/23)
The reaction of isocyanates and isothiocyanates with long-chain alcohols, e.g. n-hexanol, n-heptanol and n-octanol, exclusively gave N-aryl-O-alkyl carbamates, while N-aryl-O-alkyl carbamates were formed along with symmetrical 1,3-disubstituted ureas and thioureas when the same reactions were carried out with small-chain alcohols at room temperature without using any solvent.
Identification of new, odor-active thiocarbamates in cress extracts and structure-activity studies on synthesized homologues
Breme, Katharina,Fernandez, Xavier,Meierhenrich, Uwe J.,Brevard, Hugues,Joulain, Daniel
, p. 1932 - 1938 (2008/02/04)
New, odorant nitrogen- and sulfur-containing compounds are identified in cress extracts. Cress belongs to the botanical order Brassicales and produces glucosinolates, which are important precursors of nitrogen- and sulfur-containing compounds. Those compo
Kinetics and mechanism of the aminolysis of S-aryl O-ethyl dithiocarbonates in acetonitrile
Oh, Hyuk Keun,Oh, Ji Young,Sung, Dae Dong,Lee, Ikchoon
, p. 2174 - 2182 (2007/10/03)
The aminolysis of S-aryl O-ethyl dithiocarbonates with benzylamines are studied in acetonitrile at -25.0°C. The βX (βnuc) values are in the range 0.67-0.77 with a negative cross-interaction constant, ρXZ = -0.24, which are interpreted to indicate a concerted mechanism. The kinetic isotope effects involving deuterated benzylamine nucleophiles (XC6H4CH 2ND2) are large, kH/kD = 1.41-1.97, suggesting that the N-H(D) bond is partially broken in the transition state by forming a hydrogen-bonded four-center cyclic structure. The concerted mechanism is enforced by the strong push provided by the EtO group which enhances the nucleofugalities of both benzylamine and arenethiolate from the putative zwitterionic tetrahedral intermediate.
PYROTHIOCARBONATES I. AMINOLYSIS OF S-(ETHOXYCARBONYL) O-ETHYL DITHIOCARBONATE
Palominos, Mario A.,Santos, Jose G.,Valderrama, Jaime A.,Vega, Juan C.
, p. 245 - 252 (2007/10/02)
The reaction of S-(ethoxycarbonyl) O-ethyl dithiocarbonate (1) with equimolar amounts of butylamine, benzylamine, diethylamine and piperidine in ethanol solution at 0 deg C is reported.The mole ratio of O-ethyl thiocarbamate (2) and O-ethyl carbamate (3) formed as main products is larger than unity during all the reaction.Bis(ethoxythiocarbonyl) sulfide (4) and bis(ethoxycarbonyl) sulfide (5) are also produced and their formation is explained in terms of the reaction of 1 with EtOCS2- and EtOCOS-, respectively, which are the leaving groups in the aminolysis of 1.Reactions 4 -> 2 and 5 -> 3 also take place.When 50percent of 1 has been consumed compound 4 is not detected and compound 5 is found at very low concentration, indicating that generation of 4 and 5 occurs mainly after aminolysis of 1.The fact that the ratio of 2 : 3 is larger than unity in this aminolysis step, and that S-methyl O-ethyldithiocarbonate is aminolyzed more readily than S-methyl O-ethylmonothiocarbonate under the same conditions as the aminolysis of 1, suggests that the thiocarbonyl group of 1 is more reactive than the carbonyl group.
O-Ethyl Thiocarbamates. A Convenient Route to 2-Aryliminoimidazolidines
Reynaud, Pierre,Brion, Jean-Daniel,Davrinche, Catherine,Phan-Chi-Dao
, p. 1789 - 1792 (2007/10/02)
The reaction of N-aryl thionocarbamates and ethylenediamine lead to the corresponding 2-aryliminoimidazolidines, whose structure in pharmacology is well known.But, the behaviour of the N-alkyl thionocarbamates is quite different under operative conditions and these compounds afford with ethylenediamine, to 2-(2'-aminoethylamino)-Δ2-imidazoline, according to a mechanism which is discussed.
