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Keywords = dithio-methylcarboimidates

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16 pages, 1273 KB  
Article
Synthesis and Structure of Sulfur Derivatives from 2-Aminobenzimidazole
by Alejandro Cruz, Itzia I. Padilla-Martínez, Efrén V. García-Báez and Gerardo Guerrero-Muñoz
Molecules 2014, 19(9), 13878-13893; https://doi.org/10.3390/molecules190913878 - 4 Sep 2014
Cited by 8 | Viewed by 8885
Abstract
The reactions of the benzimidazole nitrogen atoms and the exocyclic amino group of 2-aminobenzimidazole with CS2 in NaOH basic medium followed by methylation with methyl iodide was explored. With careful control of the stoichiometric quantities and addition sequences, this set of reactions [...] Read more.
The reactions of the benzimidazole nitrogen atoms and the exocyclic amino group of 2-aminobenzimidazole with CS2 in NaOH basic medium followed by methylation with methyl iodide was explored. With careful control of the stoichiometric quantities and addition sequences, this set of reactions allows the selective functionalization of the benzimidazole ring with N-dithiocarbamate, S-methyldithiocarbamate or dimethyl- dithiocarboimidate groups. The products were characterized by 1H-, 13C-NMR spectroscopy and three of them by X-ray diffraction analysis. The preferred isomers, tautomers and conformers were established. Full article
(This article belongs to the Section Organic Chemistry)
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14 pages, 542 KB  
Article
A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
by Alejandro Cruz, Itzia I. Padilla-Martínez and Efrén V. García-Báez
Molecules 2012, 17(9), 10178-10191; https://doi.org/10.3390/molecules170910178 - 24 Aug 2012
Cited by 10 | Viewed by 8229
Abstract
Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbono-dithioimidate (5) as intermediate. The products were characterized by 1H-, 13C-NMR [...] Read more.
Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbono-dithioimidate (5) as intermediate. The products were characterized by 1H-, 13C-NMR spectroscopy and three of them by X-ray diffraction analysis. HN-phenyl protons formed intramolecular hydrogen bonds that assist the stereochemistry of the second substituent, whereas the HN-alkyl protons were involved in intermolecular hydrogen bonding. Full article
(This article belongs to the Section Organic Chemistry)
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