103754-68-3

Basic information

• Product Name: 5-Benzothiazoleacetonitrile,2-methyl-(6CI,9CI)
• Synonyms: 5-Benzothiazoleacetonitrile,2-methyl-(6CI,9CI)
• CAS NO: 103754-68-3
• Molecular Formula: C₁₀H₈N₂S
• Molecular Weight: 188.24892
• Product Categories: BENZOTHIAZOLE
• Mol File: 103754-68-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Benzothiazoleacetonitrile,2-methyl-(6CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Benzothiazoleacetonitrile,2-methyl-(6CI,9CI)(103754-68-3)
• EPA Substance Registry System: 5-Benzothiazoleacetonitrile,2-methyl-(6CI,9CI)(103754-68-3)

Safety Data

• Hazardous Substances Data: 103754-68-3(Hazardous Substances Data)

Upstream product

• 63837-11-6 5-bromo-2-methylbenzothiazole 
• 105-56-6 ethyl 2-cyanoacetate 
• 32770-97-1 (2-methyl-1,3-benzothiazol-5-yl)methanol 
• 99849-18-0 5-chloromethyl-2-methyl-benzothiazole 
• 151-50-8 potassium cyanide 
• 32770-98-2 2-methyl-5-benzothiazolecarxylic acid methyl ester 

Downstream Products

• 3921-06-0 2-(2-methyl-benzothiazol-5-yl)-ethanol 
• 103264-09-1 (2-methyl-benzothiazol-5-yl)-acetic acid 

Relevant articles and documents

Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides

α-(Hetero)aryl nitriles are important structural motifs for pharmaceutical design. The known methods for direct synthesis of these compounds via coupling with (hetero)aryl halides suffer from narrow reaction scope. Herein, we report that the combination of copper salts and oxalic diamides enables the coupling of a variety of (hetero)aryl halides (Cl, Br) and ethyl cyanoacetate under mild conditions, affording α-(hetero)arylacetonitriles via one-pot decarboxylation. Additionally, the CuBr/oxalic diamide catalyzed coupling of (hetero)aryl bromides with α-alkyl-substituted ethyl cyanoacetates proceeds smoothly at 60 °C, leading to the formation of α-alkyl (hetero)arylacetonitriles after decarboxylation. The method features a general substrate scope and is compatible with various functionalities and heteroaryls.