67162-12-3Relevant articles and documents
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.
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.
Condensation reactions of 2-ethylbenzimidazole with aromatic aldehydes
Sawlewicz,Kuzmierkiewicz
, p. 557 - 560 (2007/10/08)
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