2-(2-Alkylamino-4-aminothiazol-5-oyl)-N-methylbenzimidazoles: Synthesis and the effect of intra molecular H-bonding in <sup>1</sup>H NMR
IR@NISCAIR: CSIR-NISCAIR, New Delhi - ONLINE PERIODICALS REPOSITORY (NOPR)
View Archive InfoField | Value | |
Creator |
Reji, T F Abbs Fen
Rajasekharan, K N |
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Date |
2009-06-09T11:54:22Z
2009-06-09T11:54:22Z 2009-06 |
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Identifier |
0376-4699
http://hdl.handle.net/123456789/4556 |
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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. |
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Language |
en_US
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Publisher |
CSIR
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Source |
IJC-B Vol.48B(06) [June 2009]
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Subject |
Analogs
dendrodoine cytotoxic thiazole N-methylbenzimidazoles |
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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
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Type |
Article
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