Zur Kenntnis des Benzimidazol‐aldehyds‐(2)

Hensel, Hans R.

doi:10.1002/cber.19650980442

Cited by 35 publications

(8 citation statements)

References 19 publications

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“…This involves a Phillips condensation 23 of Nmethylorthophenylene diamine 38 with tartaric acid to give dimer 39 followed by oxidative diol cleavage with Pb(OAc) 4. 24 The method is the same as the literature procedure but with a shorter period of reflux and is reported here in English. Purification is straightforward because the protonated product is soluble in water allowing filtration from lead salts.…”

Section: Discussionmentioning

confidence: 99%

Hidden signatures: new reagents for developing latent fingerprints

et al. 2009

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Aldehydes substituted with a quaternised pyridinium or quinolinium ring have been investigated for the development of latent fingerprints. Two routes were developed to a novel in situ formed azacyanine dye. This dye might form in the fingerprint where reagents are concentrated but does not form appreciably in solution experiments as evidenced by the lack of an absorption band at 600 nm. N-Alkyl and N-aryl substituted benzimidazole-2-carboxaldehydes give stable fluorescent fingerprints.

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Section: Discussionmentioning

confidence: 99%

Hidden signatures: new reagents for developing latent fingerprints

et al. 2009

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“…HCl 1 N. The solution was then dried (on Na 2 SO 4 ) and concentrated under vacuum [3]. 1 H-NMR spectrum (3b) (d, ppm): 1.02 (triplet, 6H, 2ÂCH 3 ); 2.70 (doublet of quartets, 4H, 2ÂCH 2 ); 6.64 (singlet, H, CH); 7.31-7.91 (multiplet, H, aromatic CH)…”

Section: Synthesis Of 3bmentioning

confidence: 99%

“…For the synthesis of an azole aldehyde, namely benzimidazole-2-carboxaldehyde, the hydrolysis of dihaloderivatives emphasizes another problem: in solutions and in slightly acidic medium, benzimidazole-2-carbaldehyde exists in a dimeric form, a cyclic hemiaminal insoluble in most of the organic solvents [1]. This property seems to be general for an entire class of unsub-stituted N-azole aldehydes, where the position of formyl group on the heterocyclic skeleton and the stabilization factors allow it [2].…”

Section: Introductionmentioning

confidence: 99%

Theoretical considerations on the hydrolysis of 2‐dichloromethylbenzimidazole

Pop

Medeleanu

Csunderlik

2010

Int J of Quantum Chemistry

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Hydrolysis reaction of 2-dichloromethylbenzimidazole with aqueous diethylamine was studied both experimentally and theoretically. The behavior of two other aromatic dihalides (dibromomethylbenzene and 2-fluoro-dichloromethylbenzene) was also theoretically studied, starting from already known experimental results. The theoretical calculations of local DFT-based descriptors (i.e., Fukui function, electrophilicity index) successfully account for the different reactivity of the three aromatic dihalides in the same hydrolysis reaction.

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“…It should be noted that the reaction of 1 with morpholine (unlike other secondary amines) is a more complex process than that reported in Ref. 3. Heating of 1 with an excess of morpholine afforded poorly soluble product 5 with the stoichiometry…”

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confidence: 95%

“…Based on the chemical and physical properties, we assigned the formula of cyclic hemiaminal 1 to the compound in question. 3 The formation of structure 1 can be represented as a result of complete transfer of the imide proton of benzimidazole-2-carbaldehyde to the oxygen atom of the aldehyde group and dimerization of this hypothetical 1,3-dipole 2 (Scheme 1).…”

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confidence: 99%