5925-67-7

Usage

InChI:InChI=1/C12H10N2O4/c1-8-5-6-11(18-8)12(15)13-9-3-2-4-10(7-9)14(16)17/h2-7H,1H3,(H,13,15)

Upstream product

• 556-64-9 methyl thiocyanate 
• 74-11-3 para-chlorobenzoic acid 
• 34047-39-7 4-methylsulfanyl-2-butanone 
• 201230-82-2 carbon monoxide 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 74-88-4 methyl iodide 
• 5418-86-0 tris(methylthio)methane 
• 122-01-0 4-chloro-benzoyl chloride 
• 75626-81-2 C₂H₃OS⁽¹⁺⁾*F₆Sb^(1-) 
• 108-90-7 chlorobenzene 

Downstream Products

• 74-11-3 para-chlorobenzoic acid 
• 152423-67-1 1-(4-Chloro-phenyl)-2,2,2-tris-methylsulfanyl-ethanone 
• 171897-88-4 p-chlorophenyl di(methylthio)methyl ketone 
• 5925-80-4 1-chloro-4-((methylsulfonyl)methyl)benzene 
• 5925-82-6 (4-chlorobenzyl)(methyl)sulfane 
• 18362-49-7 1,3-bis(4-chlorophenyl)propane-1,3-dione 

Relevant academic research and scientific papers

Palladium Catalyzed Direct Carbonylative Thiomethylation of Aryldiazonium Salts and Amines with 4-(Methylthio)-2-Butanone as (Methylthio) Transfer Agent

Herein, an interesting palladium-catalyzed procedure for the direct carbonylative thiomethylation of aromatic amine derivatives with 4-methylthio-2-butanone is developed. Using 4-methylthio-2-butanone as (methylthio) transfer agent, a variety of corresponding thioesters are obtained with moderate to good yields under base-free condition. In addition, good functional group tolerance can be observed.

One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea

An efficient and odourless procedure for a one-pot synthesis of thioesters by the reaction of benzoic anhydrides, thiourea and various organic halides (primary, allylic, and benzylic) or structurally diverse, electron-deficient alkenes (ketones, esters, and nitriles) in the presence of Et3 N has been developed. In this method, thiobenzoic acids were in situ generated from the reaction of thiourea with benzoic anhydrides, which were subjected to conjugate addition with electron-deficient alkenes or a nucleophilic displacement reaction with alkyl halides.

REACTION OF para-SUBSTITUTED AROMATIC ACIDS WITH METHYL THIOCYANATE IN TRIFLUOROACETIC ACID

We have investigated the reactions of aromatic carboxylic acids (p-XC6H4COOH, in which X = F, Cl, Br, I, NO2, CH3, H, OCH3) with methyl thiocyanate in trifluoroacetic acid.It was shown that the starting acids are converted to S-methyl benzothioates and the nitrile of the acid .In addition to starting acid, in the reaction mixtures products of the reaction of CF3COOH with methyl thiocyanate were identified. Keywords: methyl thiocyanate, trifluoroacetic acid, S-methyl benzothioates, methyl mercaptan.

Aromatic Substitution. 46. Methyl (Ethyl) Thio(Dithio)carboxylation of Aromatics with S-Methyl (S-Ethyl) Thiocarboxonium and Dithiocarboxonium Fluoroantimonates

S-Methyl(S-ethyl)thio(dithio)carboxinium ions were prepared by reacting methyl(ethyl) fluoride-antimony pentafluoride with carbonyl sulfide (carbon disulfide) and studied with 1H and 13C NMR spectroscopy.The ions were subsequently used in the novel carboxylation reaction of arenes to S-methyl (S-ethyl) thio(dithio)benzoates.The method was also found to be adaptable to the carboxylation of polystyrene to poly(styrenecarboxylic acid) without degradation of the polymer backbone.