175694-99-2

Basic information

• Product Name: Benzene, 1-isocyano-2-(methylthio)-
• CAS NO: 175694-99-2
• Molecular Formula: C8H7NS
• Molecular Weight: 149.216
• Mol File: 175694-99-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, 1-isocyano-2-(methylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-isocyano-2-(methylthio)-(175694-99-2)
• EPA Substance Registry System: Benzene, 1-isocyano-2-(methylthio)-(175694-99-2)

Safety Data

• Hazardous Substances Data: 175694-99-2(Hazardous Substances Data)

Upstream product

• 1493-27-2 ortho-nitrofluorobenzene 
• 3058-47-7 methyl 2-nitrophenyl sulfide 
• 18550-49-7 N-formyl-o-thioanisidine 
• 2987-53-3 2-(Methylthio)aniline 

Downstream Products

• 41881-82-7 2-propionylbenzothiazole 
• 1123-99-5 2-iodobenzothiazole 
• 4225-26-7 4-(1,3-benzothiazol-2-yl)morpholine 
• 19983-29-0 2-(pyrrolidin-1-yl)benzo[d]thiazole 
• 24255-48-9 N,N-diethylbenzo[d]thiazol-2-amine 
• 24622-31-9 N-butylbenzo[d]thiazol-2-amine 
• 120-75-2 2-Methylbenzothiazole 
• 6340-31-4 2-undecylbenzo[d]thiazole 
• 66277-05-2 2-benzothiazol-2-yl-2-methyl-propionitrile 
• 17626-86-7 2-isopropyl-benzothiazole 
• 40115-03-5 2-cyclohexyl-benzothiazole 
• 66730-34-5 2-(cyclohex-1-en-1-yl)benzo[d]thiazole 
• 1211-32-1 2-(m-tolyl)benzo[d]thiazole 
• 1629-26-1 2-(4-fluorophenyl)-benzothiazole 

Relevant articles and documents

4CzIPN-tBu-Catalyzed Proton-Coupled Electron Transfer for Photosynthesis of Phosphorylated N-Heteroaromatics

2,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)isophthalonitrile (4CzIPN-tBu) was developed as a photocatalyst for the phosphorus-radical-initiated cascade cyclization reaction of isocyanides. By using 4CzIPN-tBu as catalyst, we developed a visible-light-induced proton-coupled electron transfer strategy for the generation of phosphorus-centered radicals, via which a wide range of phosphorylated phenanthridines, quinolines, and benzothiazoles were successfully constructed.

Metal-free photo-induced radical C-P and C-S bond formation for the synthesis of 2-phosphoryl benzothiazoles

We reveal here a visible-light promoted phosphorylation of 2-isocyanoaryl thioethers for the first time with concomitant C(sp3)-S bond cleavage and imidoyl C–S formation. Additionally, this method features the use of 3 mol% organic dye Rose Bengal as the photocatalyst without external transition-metal or peroxide oxidants, and provides a novel and environmentally friendly approach for the preparation of a variety of 2-phosphoryl benzothiazoles in moderate to good yields.

Cascade C(sp3)-S Bond Cleavage and Imidoyl C-S Formation: Radical Cyclization of 2-Isocyanoaryl Thioethers toward 2-Substituted Benzothiazoles

A cascade radical cyclization of 2-isocyanoaryl thioethers with H-phosphorus oxides, organoboronic acids, or alkyl radical precursors has been efficiently developed, providing a novel and highly efficient methodology to structurally diverse C2-substituted benzothiazole derivatives with broad functional group tolerance and good yields. This cascade radical process achieves the first cycloaddition of an imidoyl radical from isocyanide to sulfur atom, rending C(sp2)-S bond formation.