95479-50-8

Basic information

• Product Name: 2-Benzothiazolecarbonitrile, 2,3-dihydro-3-(4-methylbenzoyl)-
• CAS NO: 95479-50-8
• Molecular Formula: C16H12N2OS
• Molecular Weight: 280.35
• Mol File: 95479-50-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Benzothiazolecarbonitrile, 2,3-dihydro-3-(4-methylbenzoyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolecarbonitrile, 2,3-dihydro-3-(4-methylbenzoyl)-(95479-50-8)
• EPA Substance Registry System: 2-Benzothiazolecarbonitrile, 2,3-dihydro-3-(4-methylbenzoyl)-(95479-50-8)

Safety Data

• Hazardous Substances Data: 95479-50-8(Hazardous Substances Data)

Upstream product

• 95-16-9 1,3-Benzothiazole 
• 7677-24-9 trimethylsilyl cyanide 
• 874-60-2 4-methyl-benzoyl chloride 
• 113372-40-0 2,3-dihydro-3-methoxycarbonyl-2-benzothiazolecarbonitrile 

Downstream Products

• 136712-88-4 2,3-dihydro-3-(4-nitrobenzoyl)-2-benzothiazolecarbonitrile 
• 127245-78-7 3-(2-chloromethylbenzoyl)-2,3-dihydro-2-benzothiazolecarbonitrile 
• 95479-52-0 3-(4-chlorobenzoyl)-2,3-dihydrobenzo[d]thiazole-2-carbonitrile 
• 95479-51-9 3-benzoyl-2,3-dihydro-2-benzothiazolecarbonitrile 
• 137-07-5 2-amino-benzenethiol 
• 95-16-9 1,3-Benzothiazole 

Relevant articles and documents

Synthesis and Stereochemistry of Reissert Compounds from Benzothiazole

Benzothiazole Reissert compounds 1-5 were synthesized, characterized and alkylated to produce 6-9.Conformational analysis of 2 by the use of high resolution (400 Hz) variable temperature NMR spectroscopy indicated that the Z to E amide conformer ratio is 79:21 (+/- 3 percent) in CDCl3 at 213 K (-60 deg C) and 57:43 (+/- 3 percent) in C6D5CD3 at 213 K.Aromatic solvent induced shifts were employed to determine the distribution of rotamers and indicated that the alkylated benzothiazole Reissert compound 8 existed in only the Z amide conformation.Hindered aryl-carbonyl rotation was also detected in the Reissert compounds.

Reissert Compound Formation with Five-membered Ring Heterocycles using Trimethylsilyl Cyanide

Treatment of benzothiazole with trimethylsilyl cyanide and an acid chloride in CH2Cl2 gives the N-acyl-2-cyano-2,3-dihydrobenzothiazole in good yield; benzoxazole similarly is converted into a five-membered ring Reissert compound, providing the first exam