Chemistry and Tautomerism of Coupling Products of Diazotised Sulfamethoxazole with some Compounds Containing an Active Methylene Group

Hassan, Saber M.; Emam, Hussein A.; Habib, Mohamed A.

doi:10.3184/030823402103171285

Cited by 3 publications

(1 citation statement)

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“…In addition, amino-1,2,4-triazoles have been found effective for the treatment of chronic bronchial asthma and have been assessed as herbicides . Therefore, several reports have described solution- and solid-phase synthesis of pyrazole and 1,2,4-triazole libraries. As a part of our research on drug discovery program, we needed to develop a facile and rapid solid-phase parallel approach for construction of druglike small organic molecules using various heterocycles .…”

Section: Introductionmentioning

confidence: 99%

Solid-Phase Synthesis of 5-Amino-1-(Substituted Thiocarbamoyl)pyrazole and 1,2,4-Triazole Derivatives via Dithiocarbazate Linker

et al. 2004

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A general method is reported for the parallel solid-phase synthesis of 5-amino-1-(substituted thiocarbamoyl)pyrazole and 1,2,4-triazole derivatives based on the cyclization of polymer-bound dithiocarbazate 3 with various electrophiles, such as 3-ethoxyacrylonitriles 8 and cyanocarboimidates 9. The polymer-bound dithiocarbazate 3, produced by nucleophilic reaction with carbon disulfide and Fmoc-hydrazine on the Merrifield resin, served as the key intermediate for subsequent heterocycle diversification. Further nucleophilic substitution on these polymer-bound 5-amino-1-dithiocarboxypyrazoles 4 and 1,2,4-triazoles 6 with various amines under thermal cleavage condition produced the desired 5-amino-1-(substituted thiocarbamoyl)pyrazoles 5 and 1,2,4-triazoles 7. The progress of reactions could be monitored as polymer-bound intermediates by ATR-FTIR spectroscopy on single bead. The final compounds, obtained in good four-step overall yields and high purities upon cleavage from the resins, were characterized by LC/MS, 1H NMR, and 13C NMR spectroscopy.

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Section: Introductionmentioning

confidence: 99%

Solid-Phase Synthesis of 5-Amino-1-(Substituted Thiocarbamoyl)pyrazole and 1,2,4-Triazole Derivatives via Dithiocarbazate Linker

et al. 2004

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ChemInform Abstract: Chemistry and Tautomerism of Coupling Products of Diazotized Sulfamethoxazole with Some Compounds Containing an Active Methylene Group.

2002

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Synthesis, crystal structures and studies on Hg²⁺ sensing by the diazo derivatives of sulfathiazole and sulfamethoxazole

Upadhyay

Kumar

et al. 2012

Journal of Sulfur Chemistry

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Chemistry and Tautomerism of Coupling Products of Diazotised Sulfamethoxazole with some Compounds Containing an Active Methylene Group

Abstract: Azo compounds (2–5) bearing a sulfamethoxazole moiety were prepared. The action of hydrazinecarbodithioate derivatives on (2–4) afforded pyrazoledithiocarboxylates (8–10).

Cited by 3 publications

References 4 publications

Solid-Phase Synthesis of 5-Amino-1-(Substituted Thiocarbamoyl)pyrazole and 1,2,4-Triazole Derivatives via Dithiocarbazate Linker

Solid-Phase Synthesis of 5-Amino-1-(Substituted Thiocarbamoyl)pyrazole and 1,2,4-Triazole Derivatives via Dithiocarbazate Linker

ChemInform Abstract: Chemistry and Tautomerism of Coupling Products of Diazotized Sulfamethoxazole with Some Compounds Containing an Active Methylene Group.

Synthesis, crystal structures and studies on Hg²⁺ sensing by the diazo derivatives of sulfathiazole and sulfamethoxazole

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Chemistry and Tautomerism of Coupling Products of Diazotised Sulfamethoxazole with some Compounds Containing an Active Methylene Group

Abstract: Azo compounds (2–5) bearing a sulfamethoxazole moiety were prepared. The action of hydrazinecarbodithioate derivatives on (2–4) afforded pyrazoledithiocarboxylates (8–10).

Cited by 3 publications

References 4 publications

Solid-Phase Synthesis of 5-Amino-1-(Substituted Thiocarbamoyl)pyrazole and 1,2,4-Triazole Derivatives via Dithiocarbazate Linker

Solid-Phase Synthesis of 5-Amino-1-(Substituted Thiocarbamoyl)pyrazole and 1,2,4-Triazole Derivatives via Dithiocarbazate Linker

ChemInform Abstract: Chemistry and Tautomerism of Coupling Products of Diazotized Sulfamethoxazole with Some Compounds Containing an Active Methylene Group.

Synthesis, crystal structures and studies on Hg2+ sensing by the diazo derivatives of sulfathiazole and sulfamethoxazole

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Synthesis, crystal structures and studies on Hg²⁺ sensing by the diazo derivatives of sulfathiazole and sulfamethoxazole