67162-12-3Relevant academic research and scientific papers
Condensation of o-phenylenediamine with cinnamic acids
Dubey,Kumar,Ravi Kumar,Grossert,Hooper
, p. 3439 - 3446 (2007/10/03)
Condensation of o-phenylenediamine sulfate with cinnamic acids in refluxing ethylene glycol yielded the corresponding 2-styrylbenzimidazoles in excellent yields.
Synthesis and spectral properties of a variety of 2-styrylbenzimidazoles
Ramaiah,Dubey,Eswara Rao,Ramanatham,Kumar,Grossert,Hooper
, p. 904 - 914 (2007/10/03)
Studies on the synthesis of various 2-styrylbenzimidazoles 3, 7 and N-methylated 2-styrylbenzimidazoles 5, 9 from 2-methyl/ethyl benzimidazoles 2, 6 and 1,2-dimethyl/1-methyl-2-ethylbenzimidazoles 4, 8 respectively by condensation with different aromatic aldehydes are described. The spectral characteristics of 2-styrylbenzimidazoles and N-methylated-2-styrylbenzimidazoles are discussed. An efficient and convenient phase-transfer catalysed methylation procedure for the synthesis of N-methylated-2-styrylbenzimidazoles from 2-styrylbenzimidazoles is reported.
Studies on synthesis of 2-acetylbenzimidazole and related benzimidazole derivatives
Ramaiah,Grossert,Hooper,Dubey,Ramanatham
, p. 140 - 144 (2007/10/03)
Condensation of o-phenylenediamine (1) with propanoic acid under Phillips' conditions gives 2-ethylbenzimidazole (2). Attempts to oxidise 2 to 2-acetylbenzimidazole (3) using H2O2, SeO2, KMnO4/acetone were unsuccessful. Condensation of 2 with benzaldehyde yields 2-(α-methylstyryl)benzimidazole (4) which on oxidation with KMnO4 gives benzimidazole-2-carboxylic acid (5) as the sole product. Reaction of 1 with pyruvic acid results in 3-methylbenzo-1H-dihydropyrazine-2-one (7) rather than 3 as the major product. Treatment of 1 with formic acid gives the known compound benzimidazole (9) which with acetic anhydride in the presence of NaOAc does not yield 3. Reaction of 1 with lactic acid under Phillips' conditions gives 2-(α-hydroxyethyl)benzimidazole (10) which on oxidation with acid dichromate, however, yields 3. Studies on syntheses and spectral properties of related benzimidazoles are reported.
A facile and convenient method for the preparation of 2- styrylbenzimidazoles
Dubey,Kumar, Ramesh,Grossert,Hooper
, p. 1211 - 1213 (2007/10/03)
Condensation of o-phenylenediamine dihydrochloride with cinnamic acids in refluxing ethylene glycol yields the corresponding 2-styrylbenzimidazoles in excellent yields.
