54161-63-6

Upstream product

• 934-32-7 1H-benzimidazol-2-amine 
• 123-11-5 4-methoxy-benzaldehyde 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 95893-67-7 2-(4-methoxyphenyl)-4,10-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4-one 
• 84257-94-3 1-(2-benzimidazolyl)-3-chloro-4-(p-methoxyphenyl)-2-azetidinone 
• 95893-66-6 2-(4-Methoxy-phenyl)-3-phenyl-10H-benzo[4,5]imidazo[1,2-a]pyrimidin-4-one 
• 95893-69-9 1-(1H-Benzoimidazol-2-yl)-3-chloro-4-(4-methoxy-phenyl)-3-phenyl-azetidin-2-one 
• 95893-68-8 1-(2-benzimidazolyl)-3,3-dichloro-4-(p-methoxyphenyl)-2-azetidinone 
• 1620137-81-6 4-amino-3-carbamoyl-2-(4-methoxyphenyl)-1,2-dihydropyrimido[1,2-a]benzimidazole 
• 1620137-85-0 4-imino-2-(4-methoxyphenyl)-3-phenyl-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole 
• 84257-89-6 3-(1H-benzo[d]imidazol-2-yl)-2-(4-methoxyphenyl)thiazolidin-4-one 

Relevant academic research and scientific papers

Asymmetric Carbene-Catalyzed Oxidation of Functionalized Aldimines as 1,4-Dipoles

The use of functionalized aldimines has been demonstrated as newly structural 1,4-dipole precursors under carbene catalysis. More importantly, enantiodivergent organocatalysis has been successfully developed using carbene catalysts with the same absolute configuration, leading to both (R)- and (S)- enantiomers of six-membered heterocycles with quaternary carbon centers. This strategy features a broad substrate scope, mild reaction conditions, and good enantiomeric ratio. DFT calculation results indicated that hydrogen bond C?H???F interactions between the catalyst and substrate are the key factors for controlling and even switching the enantioselectivity. These new 1,4-dipoles can also react with isatin and its imines under carbene catalysis, allowing for access to the spiro oxindoles with excellent enantiomeric ratios.

Facile one-pot synthesis of novel: N -benzimidazolyl-α-arylnitrones catalyzed by salts of transition metals

A novel series of N-benzimidazol-2-yl-α-aryl nitrones 3a-j is synthesized via simple one-pot condensation/oxidation of 2-aminobenzimidazole, an aromatic aldehyde and m-chloro perbenzoic acid (m-CPBA) as an effective oxidant using Mn(NO3)2

Synthesis and antiproliferative activity in vitro of new 2-aminobenzimidazole derivatives. Reaction of 2-arylideneaminobenzimidazole with selected nitriles containing active methylene group

A series of pyrimido[1,2-a]benzimidazole and a-cyanocinnamic acid derivatives have been synthesized in the reactions of Schiff bases 2-7 with selected nitriles containing an active methylene group: malononitrile 8-12, cyanoacetamide 13-16, benzyl cyanide 17-21, benzoylacetonitrile 22-24, cyanoacetate methyl ester 25-28 and benzylacetamide 29. The structures 8-29 were confirmed by the results of elementary analysis and their IR, 1H-, 13C-NMR and MS spectra. The products 8-29 of various chemical structure pyrimido[1,2-a] benzimidazole 8-12, 14-16, 17-21, 23-24, 26 and a-cyanocinnamic acid derivatives 13, 22, 25, 27, 28 were obtained, which are of interest for biological studies or which can be substrates for further synthesis. The selected compounds 10, 13, 14, 17, 19, 21, 23-25 and 28 were screened for their antiproliferative activity in vitro against neoplastic and normal cell lines. The most active two compounds were: 2-(o-bromophenylene)-3-cyano-4-phenyl-1,2-dihydropyrimido[1,2-a] benzimidazole (24) and 3-cyano-4-phenyl-2-(2,4-dimethoxyphenyl)-1,2- dihydropyrimido[1,2-a]benzimidazole (23). However, similarly like cisplatin used as the control, they showed no selectivity towards cancer cells, by inhibiting proliferation of normal mouse fibroblasts in similar manner. Versita Sp. z o.o.

Synthesis and QSAR modeling of novel benzimidazolo thiazolidinones, thiazinones and 5-arylidene-2-imino thiazolidinones as antibacterial agents

A novel series of benzimidazolo thiazolidinones, thiazinones and 5-arylidene-2-imino thiazolidinones were synthesized and evaluated for antibacterial activity. The compounds were synthesized in excellent yield and the structures were characterized on the basis of IR, 1H-NMR and MASS spectral data. Most of the synthesized compounds showed good antibacterial activity against Gram-positive and Gram-negative bacteria. QSAR study was carried out with synthesized compounds using molecular descriptors such as electronic, thermodynamic and steric. Molecular descriptors were used to derive QSAR models between antibacterial activity and structural properties. QSAR study suggested the need of a bulky group to enhance the antibacterial activity in these series of compounds.

An efficient synthesis of schiff bases containing benzimidazole moiety catalyzed by bismuth trichloride under microwave irradiation

A simple and efficient method has been developed for the synthesis of some novel Schiff bases via the reaction of aromatic aldehydes with 2-aminobenzimidazole by using catalytic amount of BiCl3 in an organic solvent under microwave irradiation.

An efficient synthesis of Schiff bases containing benzimidazole moiety catalyzed by transition metal nitrates

A simple and efficient method has been developed for the synthesis of some novel Schiff bases via the reaction of aromatic aldehydes with 2-aminobenzimidazole by using catalytic amount of M(NO3) 2.xH2 O in an organic solve

Versatility of alternative reaction media: Water-mediated domino and green chemical synthesis of pyrimido[1,2-a]benzimidazole under nonconventional conditions

A convenient and clean water-mediated synthesis of a series of 4-amino-2-aryl-1,2-dihydro pyrimido[1,2-a]benzimidazoles (4) is reported using alternative nonconventional energy sources. The products are obtained in shorter times with excellent yields (78-89%) from the multicomponent reaction of 2-aminobenzimidazole (1), malononitrile/ethylcyanoacetate (2a/b), and carbonyl compounds (3). The reaction is found to be general with respect to the cyclic and acyclic carbonyl compounds. The procedure does not involve the use of any additional reagent/catalyst, produces no waste, and represents a green synthetic protocol with high atom economy. Copyright Taylor & Francis Group, LLC.

Synthesis and antiproliferative activity in vitro of 2-aminobenzimidazole derivatives

A novel series of Schiff bases 1-11, the derivatives of 2-aminobenzimidazole and substituted aromatic aldehydes, has been synthesised. Compounds 1-11 reduced by NaBH4 formed 2-benzylaminobenzimidazoles 12-21. 2-(o-Bromobenzylamino)benzimidazole (15) acylated by cinnamoyl chloride gave 2-(o-bromobenzylamino)-1-cinnamoylbenzimidazole (22). Long heating of 15 and 19 with p-nitrocinnamoyl or cinnamoyl chloride led to the formation of pyrimido[1,2-a]benzimidazol-4-ones 23 and 24. The structures of 1-24 were identified by the results of elemental analysis and their IR, 1H NMR and MS spectra. Among the compounds 1-24 evaluated for their antiproliferative activity in vitro, 16, 19, 20 and 22 exhibited cytotoxic activity against the cells of human cancer cell lines, namely SW707 (rectal), HCV29T (bladder), A549 (lung) and T47D (breast cancer).