- Synthesis of spiro-fused pyrazolidoylisoxazolines
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Routes to structurally unique spiro-fused pyrazolidoylisoxazolines are reported. These methods start with monosubstituted hydrazines or hydrazides and utilize the nitrile oxide 1,3-dipolar cycloaddition reaction to generate the targeted spiro-fused bis-he
- Guggenheim, Kathryn G.,Butler, Jeffrey D.,Painter, Phillip P.,Lorsbach, Beth A.,Tantillo, Dean J.,Kurth, Mark J.
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scheme or table
p. 5803 - 5812
(2011/09/12)
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- Studies on pyrazine derivatives, XLV: Synthesis, reactions, and tuberculostatic activity of N-methyl-N′-(pyrazine-2-carbonyl)- hydrazinecarbodithioic acid methyl ester
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Methyldithiocarbonyl derivative 2 of pyrazine-2-carboxylic acid N′-methylhydrazide 1 was synthesized by methylation of CS2 adduct. Benzylamine caused the decomposition of compound 2 to pyrazine-2-carboxylic acid benzylamide 5 and 1,3-dibenzylthiourea, 6. N-methyl-N'′-(pyrazine-2-carbonyl)-hydrazinecarbodithioic acid methyl ester 2 were evidenced to cyclize to 3-methyl-5-pyrazin-2-yl-3H-[1,3,4] oxadiazole-2-thione 8 in the presence of triethylamine. In the reactions with secondary amines such as morpholine, pyrrolidine and phenylpiperazine pyrazinoyl derivatives (9-11) of thiosemicarbazide were obtained. Hydrazine, methylhydrazine, aminoalcohols, and N-alkylamino-substituted cyclic amines reacted with cyclization to 4-substituted 1,2,4-triazole-3-thiones 12, 13, and 18-22. Synthesized compounds exhibited low tuberculostatic activity in vitro (MIC 50-100 μg/mL). Copyright Taylor & Francis Group, LLC.
- Gobis, Katarzyna,Foks, Henryk,Zwolska, Zofia,Augustynowicz-Kopec, Ewa
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p. 965 - 975
(2007/10/03)
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