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2-(2-Alkylamino-4-aminothiazol-5-oyl)-N-methylbenzimidazoles: Synthesis and the effect of intra molecular H-bonding in <sup>1</sup>H NMR

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Field Value
 
Creator Reji, T F Abbs Fen
Rajasekharan, K N
 
Date 2009-06-09T11:54:22Z
2009-06-09T11:54:22Z
2009-06
 
Identifier 0376-4699
http://hdl.handle.net/123456789/4556
 
Description 877-881
2-(2-Alkylamino-4-aminothiazol-5-oyl)-N-methylbenzimi­da­zoles, as the analogs of the cytotoxic marine alkaloid dendrodoine, is synthesized and characterized by elemental analysis, IR, NMR and mass spectral data. The thiourea derivatives provide four ring atoms for the thiazole ring construction and thus act as [C-N-C-S] synthons. The remaining carbon of the thiazole is sourced from 2-(2-bromoacetyl)-N-methylbenzimidazole. This [4+1] heterocyclization reaction is adopted for the synthesis of novel benzimidazole derivatives. The presence of two signals in the <sup>1</sup>H NMR spectrum arising from the NH<sub>2</sub> hydrogens shows that the two hydrogens are not exchanging rapidly on the chemical shift time scale and they are in two different chemical environments due to H-bonding.
 
Language en_US
 
Publisher CSIR
 
Source IJC-B Vol.48B(06) [June 2009]
 
Subject Analogs
dendrodoine
cytotoxic
thiazole
N-methylbenzimidazoles
 
Title 2-(2-Alkylamino-4-aminothiazol-5-oyl)-N-methylbenzimidazoles: Synthesis and the effect of intra molecular H-bonding in <sup>1</sup>H NMR
 
Type Article