Publication: Synthesis of Bis-Heterocyclic 1H-Imidazole 3-Oxides from 3-Oxido-1H-imidazole-4-carbohydrazides
Synthesis of Bis-Heterocyclic 1H-Imidazole 3-Oxides from 3-Oxido-1H-imidazole-4-carbohydrazides
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Pieczonka, A. M., Mlostoń, G., & Heimgartner, H. (2012). Synthesis of Bis-Heterocyclic 1H-Imidazole 3-Oxides from 3-Oxido-1H-imidazole-4-carbohydrazides. Helvetica Chimica Acta, 95(3), 404–414. https://doi.org/10.1002/hlca.201100470
Abstract
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Abstract
The reaction of 1H-imidazole-4-carbohydrazides 1, which are conveniently accessible by treatment of the corresponding esters with NH2NH2·H2O, with isothiocyanates in refluxing EtOH led to thiosemicarbazides (= hydrazinecarbothioamides) 4 in high yields (Scheme 2). Whereas 4 in boiling aqueous NaOH yielded 2,4-dihydro-3H-1,2,4-triazole-3-thiones 5, the reaction in concentrated H2SO4 at room temperature gave 1,3,4-thiadiazol-2-amines 6. Similarly, the reaction of 1 with butyl isocyanate led to semicarbazides 7, which, under basic condit
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- Pieczonka, A M
- Mlostoń, G
- Heimgartner, H
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Pieczonka, A. M., Mlostoń, G., & Heimgartner, H. (2012). Synthesis of Bis-Heterocyclic 1H-Imidazole 3-Oxides from 3-Oxido-1H-imidazole-4-carbohydrazides. Helvetica Chimica Acta, 95(3), 404–414. https://doi.org/10.1002/hlca.201100470
