172839-53-1

Basic information

• Product Name: 1H-Benzimidazole-1-propanenitrile,beta,4-dimethyl-(9CI)
• Synonyms: 1H-Benzimidazole-1-propanenitrile,beta,4-dimethyl-(9CI)
• CAS NO: 172839-53-1
• Molecular Formula: C₁₂H₁₃N₃
• Molecular Weight: 199.25172
• Product Categories: BENZIMIDAZOLE
• Mol File: 172839-53-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazole-1-propanenitrile,beta,4-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-1-propanenitrile,beta,4-dimethyl-(9CI)(172839-53-1)
• EPA Substance Registry System: 1H-Benzimidazole-1-propanenitrile,beta,4-dimethyl-(9CI)(172839-53-1)

Safety Data

• Hazardous Substances Data: 172839-53-1(Hazardous Substances Data)

Upstream product

• 4786-20-3 crotononitrile 
• 4887-83-6 4-methylbenzimidazole 

Relevant articles and documents

Catalysis and regioselectivity in the Michael addition of azoles. Kinetic vs. thermodynamic control

Bicyclic guanidine bases, TBD and MTBD were found to be high]y efficient catalysts in the Michael addition of azoles with α,β-unsaturated nitriles and esters. The factors influencing regioselectivity have been elucidated, and some new azole-Michael adduct

Michael adducts in regioselective synthesis of N-substituted azoles

Michael adducts of azoles (4-phenyl-, 4-methyl- and 4-nitroimidazole, 4-methylbenzimidazole, 1,2,4-triazole and theophylline) are shown to be valuable substrates for obtaining the N-substituted derivatives of the parent heterocycles by a quaternization-Hofmann elimination sequence. The effectiveness of the procedure is dependent on the regiochemical outcome of the first, N-protective step, i.e. the Michael addition. By choosing the appropriate Michael acceptor, alkylating agent and deprotection conditions, the thermodynamically less stable regioisomers of N-substituted azoles have been obtained in high yields.