92905-87-8

Basic information

• Product Name: Benzothiazole, 2-[[(4-nitrophenyl)methyl]thio]-
• CAS NO: 92905-87-8
• Molecular Formula: C14H10N2O2S2
• Molecular Weight: 302.378
• Mol File: 92905-87-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzothiazole, 2-[[(4-nitrophenyl)methyl]thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiazole, 2-[[(4-nitrophenyl)methyl]thio]-(92905-87-8)
• EPA Substance Registry System: Benzothiazole, 2-[[(4-nitrophenyl)methyl]thio]-(92905-87-8)

Safety Data

• Hazardous Substances Data: 92905-87-8(Hazardous Substances Data)

Upstream product

• 97-74-5 bis(dimethylthiocarbamoyl)sulfide 
• 100-14-1 4-nitrobenzyl chloride 
• 137-07-5 2-amino-benzenethiol 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 149-30-4 2-Mercaptobenzothiazole 
• 2492-26-4 sodium 2-mercaptobenzothiazole 
• 99-99-0 1-methyl-4-nitrobenzene 

Relevant articles and documents

Three-Component Synthesis of 2-Substituted Thiobenzoazoles Using Tetramethyl Thiuram Monosulfide (TMTM) as Thiocarbonyl Surrogate

A metal-free synthesis of 2-benzyl/allyl-substituted thiobenzoazoles was developed starting from tetramethyl thiuram monosulfide (TMTM) which served as thiocarbonyl surrogate. By using 2-aminophenols (or 2-aminothiophenols, or 1,2-phenylenediamines) and TMTM as starting materials, 2-mercaptobenzoazoles could be synthesized efficiently. The subsequent C–S bond formation with benzyl/allyl halides gave the final products (2-benzyl/allyl-substituted thiobenzoazoles) with good to excellent yields. The metal-free conditions, inexpensive and easily available starting materials, and broad substrate scope are the advantageous features of this protocol.

One-Pot Synthesis of 2-Benzyl/2-Allyl-Substituted Thiobenzoazoles Using Transition-Metal-Free Conditions in Water

A transition-metal-free protocol for the one-pot synthesis of 2-benzyl/2-allyl-substituted thiobenzoazoles in water was developed. The cyclization of 2-aminothiophenols, 2-aminophenols, and 1,2-phenylenediamines with tetramethylthiuram disulfide (TMTD) gave mercapto benzoheterocycles, and the subsequent C-S coupling with benzyl or allyl halides furnished the desired products in good to excellent yields. This method features transition-metal-free conditions with water as a solvent, an easy performance, mild reaction conditions, a wide substrate scope, and good to excellent yields, thus paving an efficient and useful way to establish a library of potentially active drug molecules.

Structure-activity relationships of 2-benzylsulfanylbenzothiazoles: Synthesis and selective antimycobacterial properties

A set of 2-benzylsulfanyl derivatives of benzothiazole was synthesized and evaluated for antimicrobial and cytotoxic activities. The biological screening on antimicrobial activity against a panel of Gram-positive and Gramnegative bacteria, yeasts and fung