53146-48-8

Basic information

• Product Name: 5-tert-butyl-1,3-benzoxazole-2-thiol
• Synonyms: 5-tert-butyl-1,3-benzoxazole-2-thiol
• CAS NO: 53146-48-8
• Molecular Formula: C₁₁H₁₃NOS
• Molecular Weight: 207.29202
• Mol File: 53146-48-8.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-tert-butyl-1,3-benzoxazole-2-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-tert-butyl-1,3-benzoxazole-2-thiol(53146-48-8)
• EPA Substance Registry System: 5-tert-butyl-1,3-benzoxazole-2-thiol(53146-48-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 53146-48-8(Hazardous Substances Data)

Upstream product

• 1199-46-8 2-amino-4-tert-butylphenol 
• 623-54-1 O-ethyl S-methyl dithiocarbonate 
• 15331-61-0 4-tert-Butyl-2-phenylazo-phenol 
• 75-15-0 carbon disulfide 
• 140-89-6 potassium ethyl xanthogenate 
• 3279-07-0 4-tert-butyl-2-nitrophenol 
• 908011-92-7 5-tert-butylbenzo[d]oxazole 
• 137-26-8 Thiram 
• 128-04-1 sodium dimethyldithiocarbamate 

Downstream Products

• 1027076-19-2 5-tert-Butyl-2-chloro-benzooxazole 
• 1280199-64-5 5-tert-butyl-3-methyl-2-(methylthio)-1,3-benzoxazol-3-ium p-toluensulfonate 

Relevant articles and documents

Three-Component Synthesis of 2-Alkylthiobenzoazoles in Aqueous Media

A highly efficient three-component protocol for the synthesis of the 2-alkylthiobenzoazoles is described. Tetramethylthiuram disulfide (TMTD) cyclized with o -aminothiophenols, generating the intermediate 2-mercaptobenzothiazoles, and the successive C-S coupling with halogenated alkanes afforded a series of 2-alkyl-substituted thiobenzothiazoles smoothly in a one-pot process. This procedure could also be utilized for the preparation of 2-alkyl-substituted thiobenzoxazoles and 2-alkyl-substituted thiobenzimidazoles. Inexpensive and easily available starting materials, metal catalyst-free, broad substrate scope, and water as solvent are the features of this protocol.

An environmentally benign and efficient synthesis of substituted benzothiazole-2-thiols, benzoxazole-2-thiols, and benzimidazoline-2-thiones in water

An efficient and practical method for the one-step synthesis of benzothiazole-2-thiols, benzoxazole-2-thiols and benzimidazoline-2-thiones by cyclization of 2-aminothiophenols, 2-aminophenols, and 1,2-phenylenediamines with tetramethylthiuram disulfide (TMTD) in water was described. The features of this method include metal/ligand-free, excellent yield, short reaction time and broad substrate scope. The method provides a facile and convenient preparation of some potentially biologically active compounds.

Elemental sulfur as a sulfuration agent in the copper-catalyzed C-H bond thiolation of electron-deficient arenes

By utilizing elemental sulfur as the thiolation agent and oxidant, a copper-catalyzed direct C-H bond thiolation of electron-deficient arenes was demonstrated. Various electron-deficient arenes were proved to be suitable for this transformation. Preliminary mechanistic studies indicated that this reaction underwent a radical pathway, in which the trisulfur radical anion (S3-) might play a vital role. Meanwhile, KIE experiments suggested that C-H bond cleavage was not involved in the rate-determining step.