19607-38-6

Upstream product

• 100-39-0 benzyl bromide 
• 4777-48-4 potassium 1,1-dicyanoethylene-2,2-ditholate 
• 4885-93-2 2-(2,4-dithia-1,5-disodapentan-3-ylidene)propanedinitrile 
• 100-44-7 benzyl chloride 
• 106719-99-7 disodium iso-maleonitriledithiolate monohydrate 
• 75-15-0 carbon disulfide 
• 109-77-3 malononitrile 
• 60-29-7 diethyl ether 

Downstream Products

• 118349-38-5 5-amino-3-benzylthio-4-cyano-1-(2',3'-O-isopropylidene-β-D-ribofuranosyl)pyrazole 
• 120634-32-4 (Z)-3-Amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-acrylonitrile 
• 120634-21-1 3-Benzylsulfanyl-2-cyano-thiopropionimidic acid benzyl ester; hydrochloride 
• 124476-12-6 3-Amino-5-benzylsulfanyl-4-cyano-1H-pyrrole-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Application of commercially available anhydrous potassium fluoride for a convenient synthesis of ketene dithioacetals

Commercially available anhydrous KF without activation or solid support promotes condensation between active methylene compounds, carbon disulfide and an alkylating agent in dry DMF to allow the preparation of a variety of ketene dithioacetals in fair to good yields under ambient conditions.

Substituted pyrazolo[1,5-a]pyrimidine-2-sulfonamides and compositions and methods of controlling undesired vegetation

Novel compounds, e.g. 3-cyano-5,7-dimethyl-N-(2,6-dichlorophenyl)pyrazolo]1,5-a]pyrimidine-2-sulfonamide and their use as herbicides and/or for the suppression of nitrification of ammonium nitrogen in soil.

SYNTHESIS OF NUCLEOSIDES USING KETENE DITHIOACETALS

Several unnatural pyrazole and 1,2,4-triazole nucleosides are synthesized in a regio- and stereoselective manner by the reaction of readily available ketene dithioacetals with 1-ribofuranosylhydrazine.

HETEROCYCLIC AND RELATED COMPOUNDS DERIVED FROM DIPOTASSIUM 1,1-DIMERCAPTO-2,2-DICYANOETHYLENE AND SODIUM 2-MERCAPTOPYRIDINE N-OXIDE

The reaction of dipotassium 1,1-dimercapto-2,2-dicyanoethylene with certain halogen compounds furnished the expected dialkylation products (1)-(4).Replacing the halogen compound with 4-chloro-3,5-dinitrobenzotrifluoride afforded a novel heterocycle (5).The reaction of the potassium salt with phenyl or p-chlorophenylchlorothioformate gave 2,2-diphenyl or di-p-chlorophenylthio-2,2-dicyanoethylene (6) and (7).The reaction of 1 or 2 with excess hydrogen peroxide afforded substituted oxiranes (8) and (9).Depending on reaction conditions, the reaction of sodium 2-mercaptopyridine N-oxide with 4-chloro-3,5-dinitrobenzotrifluoride afforded either the expected sulfide (11) or the unexpected heterocycle (12).Possible mechanisms and supporting NMR, Ir and mass spectral data are discussed.

Multicomponent Solvent-Free Synthesis, Antibacterial Evaluation and QSAR Study of 2-(Bis(benzylthio)methylene) malononitriles

Multicomponent reaction of malononitrile, carbon disulphide and various benzyl halides was developed as an efficient strategy for the synthesis of 2-(bis(benzylthio)methylene)malononitrile derivatives via two different procedures: (a) in the presence of K2CO3 as a base in acetonitrile and (b) under solvent-free conditions in the presence of triethylamine. Higher yields with shorter reaction times were obtained from the latter procedure. Inhibitory activity of all derivatives was evaluated against 22 pathogenic bacteria including both Gram-negative and Gram-positive strains. Thioether 4b showed broad-spectrum antibacterial activities according to the antibiogram tests. DFT calculations (B3LYP/6-311++G**) were performed to determine the type of drug–receptor interactions. It was found that reversible dipole–dipole forces play a key role in most interactions.