118482-08-9

Upstream product

• 26972-40-7 1-vinylbenzimidazole 
• 68-12-2 N,N-dimethyl-formamide 
• 109-94-4 formic acid ethyl ester 
• 63633-05-6 1-vinyl-2-hydroxymethylbenzimidazole 
• 123361-45-5 Acetic acid 1-vinyl-1H-benzoimidazol-2-ylmethyl ester 
• 33809-91-5 (1H-benzo[d]imidazol-2-yl)methyl acetate 
• 4856-97-7 2-(Hydroxymethyl)benzimidazole 
• 51-17-2 benzoimidazole 
• 215512-70-2 2-Dihydroxymethyl-1-vinylbenzimidazole 

Downstream Products

• 475475-59-3 2-[(diphenylphosphinoyl)hydroxymethyl]-1-vinylbenzimidazole 
• 902138-04-9 2-[bis(2-phenylethyl)thiophosphorylhydroxymethyl]-1-vinylbenzimidazole 
• 215512-70-2 2-Dihydroxymethyl-1-vinylbenzimidazole 

Relevant academic research and scientific papers

Basicity of azoles: Vi.1 Reaction of 1-vinyl-2-formylimidazole and its cation with water and alcohols

The UV spectra of 1-vinyl-2-formylimidazole and its cation were interpreted and their hydration was studied on the basis of quantum-chemical calculations of the UV spectra of these compounds. The cationic form is more actively hydrated. The equilibrium constants of dehydration of neutral molecules and their cations increase in the following order of substituents: 1-vinylimidazole, pyridine, and 1-vinylbenzimidazole, in accordance with an increase in the basicity of these hetrocycles. The qualitative features of addition of alcohols to 1-vinyl-2-formylimidazole were considered.

Condensation reactions of vinyl and ethyl derivatives of 2-amino-and 2-formylimidazoles

New Schiff bases of 1-vinyl-and 1-ethyl-substituted imidazoles and benzimidazoles were synthesized. The condensation reactions of 2-amino-and 2-formylimidazoles with 2-aminobenzimidazoles are virtually independent of the nature of the substituent (CH=CH2 or Et) at position 1 of the heterocycle. The structures of the azomethines synthesized were established by 1H NMR and IR spectroscopy.

UV spectra of 1-vinylbenzimidazole-2-carbaldehyde and its cation. Hydration and addition of alcohols

Reversible addition of water to 1-vinylbenzimidazole-2-carbaldehyde and the corresponding cation was studied by UV spectroscopy. The cation turned out to be more reactive (K+l = 1.2 l/mol) than the neutral molecule (K0l = 2.9 × 10-2 l/mol). The concentration constants of acid dissociation of the hydrated and nonhydrated cations in aqueous solution were estimated at K+l 1.2 × 103 and 4.8 × 104 l/mol, respectively. Alcohols add to 1-vinylbenzimidazole-2-carbaldehyde without a catalyst, and the addition is reversible.

Specific intramolecular C-H...O interactions in 1-vinyl-2-formylimidazole and 1-vinyl-2-formylbenzimidazole studied by 1H and 13C NMR spectral data

According to the 1H and 13C NMR spectral data, the vinyl group in 1-vinyl-2-formylimidazole and 1-vinyl-2-formylbenzimidazole is trans-oriented with respect to the formyl fragment, while the carbonyl group occupies the anti-position with respect to the N atom of pyridine cycle. A specific intramolecular C-H...O interaction of a weak hydrogen bond type is realized between the α-H atom of the vinyl group and O atom of the carbonyl group.

6-beta(substituted)-(S)-hydroxymethylpenicillanic acids and derivatives thereof

Antibacterial penicillins of the formula STR1 or a pharmaceutically acceptable salt thereof wherein R1 is a heterocyclic group and R is hydrogen, the residue of certian carboxy protecting groups or the residue of an ester group readily hydrolyzable in vivo having activity against resistant organisms.