14371-80-3

Upstream product

• 50-99-7 D-glucose 
• 35350-31-3 4,4′-dimethyl-2,2′-dinitrodiphenyldisulfide 
• 106-45-6 para-thiocresol 
• 10298-80-3 2-chloro-5-methoxynitrobenzene 
• 89-60-1 1-chloro-4-methyl-2-nitro-benzene 

Downstream Products

• 107611-15-4 5-methyl-2-phenylbenzo[d]thiazole 
• 206983-42-8 5-methyl-6-nitro-2-phenyl-benzothiazole 
• 71339-61-2 C₂₂H₂₀N₂O₂S 
• 4288-90-8 2-nitro-4-toluenylsulfenyl chloride 
• 35350-31-3 4,4′-dimethyl-2,2′-dinitrodiphenyldisulfide 

Relevant academic research and scientific papers

Mitsunobu C-alkylation of β-alkoxycarbonyl 2-nitrobenzenesulfones and its use for the rapid synthesis of novel benzothiazine derivatives

Herein, we report the first examples of the Mitsunobu alkylation of β-alkoxycarbonyl 2-nitrobenzenesulfones. Wang resin was acylated with α-halocarboxylic acids followed by the reaction with 2-nitrothiophenols. After oxidation with m-chloroperbenzoic acid, the immobilized β-alkoxycarbonyl 2-nitrobenzensulfones were subjected to alkylation with various alcohols. The reaction outcome strongly depended on the selection of the alkylating species. After the reduction of the nitro group, acid-mediated cleavage and subsequent cyclization, the C2-(di)substituted benzothiazin-3(4H)-one 1,1-dioxides were obtained in high crude purities and good overall yields.

THE SYNTHESIS OF o-NITROBENZENETHIOLS: AN ADVANTAGEOUS NUCLEOPHILIC DISPLACEMENT ON o-CHLORONITROBENZENES

Reaction of substituted o-chloronitrobenzenes with sodium sulphide in DMSO occurs rapidly and gives the corresponding o-nitrobenzenethiols, following a convenient one-step pathway.Better yields are obtained when stoicheiometric amounts of sulphur, dissolved in a little carbon disulphide, are added in the presence of ethyl methyl ketone as solvent.