5955-98-6

Upstream product

• 70492-83-0 2(R),3(R)(2(S),3(S))-dimethylthiirane 
• 17356-08-0 thiourea 
• 590-18-1 (Z)-2-Butene 
• 333-20-0 potassium thioacyanate 
• 4091-39-8 3-chloro-2-butanone 
• 814-75-5 3-bromo-butanone 
• 75-15-0 carbon disulfide 
• 925669-95-0 2,3-cis-epoxybutane 
• 21490-63-1 2,3-trans-epoxybutane 
• 63864-69-7 (2S,3S)-2,3-dimethyloxirane 

Downstream Products

• 5289-19-0 2-(4-methoxy-phenyl)-4r,5t-dimethyl-4,5-dihydro-thiazole 
• 70095-46-4 (+)-(R,R)-2,3-dimethylthiirane 
• 64474-58-4 trans-2-Butenepisulfid 
• 103020-44-6 3-Benzylamino-butane-2-thiol 

Relevant academic research and scientific papers

Atom economical synthesis of di- and trithiocarbonates by the lithium: Tert -butoxide catalyzed addition of carbon disulfide to epoxides and thiiranes

Alkali metal alkoxides were studied as catalysts for the addition of CS2 to epoxides. A screening of several commercially available alkoxides revealed lithium tert-butoxide as an active and selective catalyst for this reaction. The influence of different reaction parameters as well as the substrate scope under optimized reaction conditions has been studied. Terminal and highly substituted epoxides as well as thiiranes were converted. In total 28 products were prepared and isolated in yields up to 95%. Notably, the reactions were performed under mild conditions without additional solvents. The regio- and stereoselectivity of the reaction has been studied e.g. by converting (R)-styrene and (R)-propylene oxide. Moreover, the test reaction was monitored by 13C NMR and a plausible mechanism for the conversion of terminal and internal epoxides is given. This proposal is in agreement with the observed regio- and stereoselectivity of the reaction.

Regio- and Stereoselective Synthesis of Dithiocarbonates under Ambient and Solvent-Free Conditions

Herein, we report on the utilization of readily available lithium tert-butoxide as an efficient catalyst for the addition of carbon disulfide to terminal and internal epoxides under ambient conditions. Notably, the reaction proceeds regio- and stereoselectively. By applying the optimized conditions, 14 terminal and internal epoxides were converted. The desired cyclic dithiocarbonates were isolated in yields up to 95 % after simple filtration over silica. NMR spectroscopy experiments to identify the mode of activation were performed, and they indicated activation of carbon disulfide by the catalyst. The reaction of cis-2,3-butyleneoxide gave only the trans-dithiocarbonate, whereas the conversion of (R)-propylen oxide gave the respective thiocarbonate stereoselectively as one enantiomer (>99 % ee) in 87 % yield.

NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS AND USES THEREOF

The present invention relates to thiazolidinylidene containing compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, and X are as defined in the specification, compositions comprising su

An expeditious one-pot synthesis of thiiranes from α-halo ketones in solvent-free conditions using microwaves

Thiiranes are obtained in excellent yields and with high diastereoselectivity upon microwave irradiation of a mixture of α-haloketones, O,O-diethyl hydrogen phosphorodithioate and alumina-supported sodium borohydride in solvent-free conditions.

Reactions of P-cyanospirophosphoranes with some thiols and alcohols

5-Cyano-2,3,7,8-tetramethyl-1,4,6,9-thioxathia-5-phosphaspirononane reacts with thiols and secondary alcohols only in the presence of Et3N. - Key words: 5-cyano-2,3,7,8-tetramethyl-1,4,6,9-thioxathia-5-phosphaspirononane, 2-propanol, thiols.

Stereospecificity of the S(3PJ) + butene-2 reaction and the NMR spectra of the 1,2-dimethylthiiranes: An experimental and theoretical study

The gas-phase addition of S(3PJ) atoms to cis- and trans-butene-2 has been investigated and both reactions have been shown to be 100% stereospecific, yielding the lowest excited triplet state of the 2,3-dimethylthiirane end product. The triplet thiirane has a long collisional lifetime and is capable of undergoing facile, reversible addition to the butenes causing their geometrical isomerization, while retaining its own original geometry. The cause of the gradual loss of stereospecificity in the 2,3-dimethylthiirane product with increasing conversion has been identified as this geometrical isomerization of the butene-2 substrate by the primary triplet thiirane and those produced in the secondary photolysis of the thiirane product. Ab initio SCF-MO with 6-31G* basis set and limited CI calculations predict the lowest triplet ring opened A″ state of thiirane to lie 54 kcal mol-1 above the ground state with a rotational energy barrier for the terminal methylene of 5.4 kcal mol-1. The total computed reaction energy for the model reaction S(3P) + C2H4 is thus approximately the same as the change in internal energy of the reaction, 58.0 kcal mol-1, estimated from thermochemical data, and therefore isomerization will be slow relative to collisional deactivation. This gives a plausible account of the origin of the complete stereospecificity of triplet sulfur addition to olefins. The reaction initially proceeds in a concerted least-motion path on the lowest 3B1 (C2v) repulsive surface which intersects the lowest attractive 3A″ surface 1.9 kcal mol-1 above the reactant state. This intersection is identified as the transition state of the reaction for which the reported experimental activation energy is 1.6 kcal mol-1. Both the 3A″ and the next higher lying 3A′ surfaces feature a significant intrinsic activation energy barrier and therefore they are effectively eliminated as adiabatic reaction surfaces. The NMR spectra of the isomerically pure cis- and trans-2,3 dimethylthiiranes have been obtained and assigned by computer simulation.

Pesticidal compositions containing phosphoric esters and divalent sulphur compounds

Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.