35844-59-8

Basic information

• Product Name: Benzothiazole, 2-(1,1-dimethylethyl)-2,3-dihydro- (9CI)
• Synonyms: Benzothiazole, 2-(1,1-dimethylethyl)-2,3-dihydro- (9CI)
• CAS NO: 35844-59-8
• Molecular Formula: C11H15NS
• Molecular Weight: 193.3085
• Product Categories: BENZOTHIAZOLE
• Mol File: 35844-59-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzothiazole, 2-(1,1-dimethylethyl)-2,3-dihydro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiazole, 2-(1,1-dimethylethyl)-2,3-dihydro- (9CI)(35844-59-8)
• EPA Substance Registry System: Benzothiazole, 2-(1,1-dimethylethyl)-2,3-dihydro- (9CI)(35844-59-8)

Safety Data

• Hazardous Substances Data: 35844-59-8(Hazardous Substances Data)

Upstream product

• 630-19-3 pivalaldehyde 
• 95-16-9 1,3-Benzothiazole 
• 38442-51-2 tert-butylmercury chloride 
• 614-97-1 5-methylbenzimidazole 
• 137-07-5 2-amino-benzenethiol 

Relevant articles and documents

Cyanide as a powerful catalyst for facile synthesis of benzofused heteroaromatic compounds via aerobic oxidation

Highly efficient synthesis of benzofused heteroaromatic compounds via aerobic oxidation catalyzed by cyanide anion has been developed. The Schiff bases derived from 2-aminophenol and aldehydes provided the corresponding benzoxazoles in high yields in the presence of a catalytic amount of cyanide in an open flask under ambient conditions without the use of any external metal co-oxidants and bases. Furthermore, we have developed a catalytic sequential one-step protocol for the synthesis of benzoxazoles by adding a catalytic amount of NaCN to Schiff bases generated in situ from 2-aminophenol and aldehydes without the isolation of imine intermediates. This one-pot protocol was further extended to the synthesis of benzothiazoles from 2-aminothiophenol and aldehydes. A variety of aldehydes could be applied to this sequential one-pot protocol and the desired benzofused azole products were obtained in high yields.

Reductive tert-butylation of anils by tert-butylmercury halides

tert-Butyl radicals add to the carbon atom of benzylideneanilines to form anilino radicals, which are protonated in the presence of PTSA or NH4+ in Me2SO. Reduction of the resulting aniline radical cations occurs readily by the ate complex, t-BuHgI2. In the absence of a proton donor, f-BuHgI will also transfer a hydrogen atom to the anilino radical to give the reductive alkylation product. Protonation can promote a free radical chain process involving electron transfer by substrate activation and/or by increasing the electron affinity of the intermediate radicals. Since the adduct radicals formed from benzylideneanilines are more easily protonated than the parent Schiff bases, PTSA but not NH4+ demonstrates substrate activation, although both proton donors promote the free radical reaction.