40341-04-6Relevant academic research and scientific papers
Condensed Imidazo-1,2,4-triazines. 7. Reaction of 2-Hydrazinobenz(naphth)imidazoles with Acetylacetone
Klyuev, N. A.,Povstyanoi, M. V.,Aleksandrov, G. G.,Gumennyi, V. P.
, p. 79 - 82 (1983)
Hetaryl analogs of biphenyl, viz., 2-(3',5'-dimethyl-1'-pyrazolyl)benz(naphth)imidazoles, were obtained instead of the expected benz(naphth)imidazo-1,2,4-triazepines in the condensation of 2-hydrazinobenz(naphth)imidazoles with acetylacetone.The structure of the final products was established on the basis of the PMR and mass spectra and by the data from the x-ray diffraction analysis.
1-Amino-2-hydrazinobenzimidazole and its reactions with some carbonyl compounds
Kuz'Menko,Kuz'Menko,Divaeva,Morkovnik,Borodkin
, p. 729 - 735 (2014/07/08)
1-Amino-2-hydrazinobenzimidazole was obtained for the first time by treating 1-aminobenzimidazole-2-sulfonic acid with hydrazine hydrate. This compound readily condensed with aromatic aldehydes involving both amino groups. The condensation with 2,4-pentanedione affords 1-amino-2-(3,5-dimethylpyrazol-1- yl)benzimidazole, and with α-ketoacids in glacial acetic acid yields mixtures of 10-acetylamino-3-R-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-ones and 4-amino-2-R-1,2,4-triazino[2,3-a]benzimidazol-3(4H)-ones.
Reaction of 2-hydrazinobenzimidazole with β-diketones: A structural reinvestigation
Singh, S. P.,Kumar, Savita,Kumar, Devinder
, p. 262 - 265 (2007/10/02)
The reaction of 2-hydrazinobenzimidazole (1) with pentane-2,4-dione yields a pyrazole derivative (2) instead of the reported triazepine (3).Several 2-pyrazolylbenzimidazoles (4) have similarly been synthesized using unsymmetrical β-diketones and their precursors.It has been shown that 1H NMR spectroscopy can easily distinguish the isomeric pairs.
Investigation of the Reactions of 2-Hydrazinobenzimidazoles with β-diketones: Synthesis of 2-(3,5-Disubstituted-1H-pyrazol-1-yl)benzimidazoles
Joshi, Krishna C.,Jain, Renuka,Dandia, Anshu,Sharma, Kanti
, p. 1641 - 1643 (2007/10/02)
Reaction of 2-hydrazinobenzimidazoles with β-diketones in neutral and acidic media revealed that 2-(3,5-disubstituted-1H-pyrazol-1-yl)benzimidazoles are formed in the former case, whereas hydrazones are obtained in acidic medium.Further the alkylation of >NH of the title compound was investigated.Characterisation of these products have been done by elemental analysis, ir, pmr, 19F nmr, 13C nmr and mass spectral studies.
Condensation and Cyclization of 2-Hydrazinobenzimidazole, -benzoxazole, and -benzothiazole
Badr, M. Z. A.,Mahmoud, A. M.,Mahgoub, S. A.,Hozien, Z. A.
, p. 1339 - 1344 (2007/10/02)
2-Hydrazinobenzoxazole (1), -benzimidazole (2), and -benzothiazole (3) were condensed with ethyl chloroformate and/or diethyl oxalate to produce 1,2,4-triazolo- and 1,2,4-triazino-fused ketones of the title azoles respectively.Condensation of 1 and 2 with aromatic aldehydes and/or acetic anhydride produced, 3-aryl- and 3-methyl-substituted 1,2,4-triazolo-fused azoles respectively.The hydrazines 1 and 2 cyclized with acetylacetone to produce the corresponding 2-(1-pyrazolyl) derivatives. 2-Acetylthiazolobenzimidazole reacted with hydroxylamine and/or alkylamines, to produce the corresponding condensation products.Also, it condensed with aromatic aldehydes to give the chalcones.When reacted with benzenediazonium salt, it gave the corresponding 2-arylazo-substituted compounds.
