140845-83-6Relevant academic research and scientific papers
IMINE-ENAMINE TAUTOMERISM IN DIHYDROAZOLOPYRIMIDINES. 2. SYNTHESIS AND TAUTOMERISM OF 1,4(3,4)-DIHYDROPYRIMIDOBENZIMIDAZOLES
Desenko, S. M.,Orlov, V. D.,Lipson, V. V.,Estrada, Kh.
, p. 976 - 980 (1991)
Cyclocondensation of 2-aminobenzimidazole with unsaturated ketones or the hydrochlorides of Mannich bases has yielded aromatic substituted 1,4(3,4)-dihydropyrimidobenzimidazoles.The dependence of the tautomer composition of the products on steric factors and on the electronic character of the substituents introduced has been studied.
Studies with Heteroaromatic Amines: The Reaction of Some Heteroaromatic Amines with 1-Substituted 3-Dimethylaminopropanones. Enaminones and Cinnamonitriles
Al-Enzy, Amal,Al-Saleh, Balkis,Elnagdi, Mohamed Hilmy
, p. 116 - 138 (2007/10/03)
Whereas 5-amino-3-methylpyrrazole (3a) reacts with 1-phenyl-3-dimethylaminopropan-1-one hydrochloride (1a), 1-(2-naphthyl)-3-dimethylaminopropan-1-one hydrochloride (1b) and with 1-(2-thienyl)-3-dimethylaminopropan-1-one hydrochloride (1c) to yield the pyrazolopyridine derivatives (5b-d), the 5-amino-3-phenylpyrazole (3b) reacts with (1a) to yield the dihydropyrazolopyrimidine derivative (9).The reaction of 1,3-diphenylpyrazole-5-amine (3c) with (1a) gives the pyrazolopyridine (5e). 2-Aminobenzimidazole reacts with (1a) to yield the dihydrobenzimidazopyrimidine derivative (11).The reaction of 5-amino-3-methylisoxazole (13a) with (1a) gives only the 3-amino-heteroarylpropanone (13b).The reaction of the enaminoketones (2a-c) with (3a,b; 10a) gives azolopyrimidines while the reaction of these enones with (13a, 10b) gives only the alkylamino derivatives (18, 20).The structures of products obtained in this study are confirmed by 1H nmr, 13C nmr and NOE measurements.
