(R,S)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol

Wurfer, Flavius-Gabriel; Badea, Valentin

doi:10.3390/M1231

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(R,S)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol

by

Flavius-Gabriel Wurfer

and

Valentin Badea

^*

Department of Applied Chemistry and Organic and Natural Compounds Engineering, Politehnica University Timisoara, Carol Telbisz 6, RO-300001 Timisoara, Romania

^*

Author to whom correspondence should be addressed.

Molbank 2021, 2021(2), M1231; https://doi.org/10.3390/M1231

Submission received: 15 May 2021 / Revised: 1 June 2021 / Accepted: 2 June 2021 / Published: 8 June 2021

(This article belongs to the Section Organic Synthesis and Biosynthesis)

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Abstract

4-(4-Methoxyphenyl)-5-phenyl--4H-1,2,4-triazole-3-thiol (4) was alkylated to 2-{[4-(-4-methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl]thio}-1-phenylethan-1-one (5) in alkaline conditions using 2-bromo-1-phenylethanone. The alkylated compound (5) was reduced at the carbonyl group to the corresponding racemic secondary alcohol with an asymmetric carbon, (R,S)-2-{[4-(4-methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl]thio}-1-phenyl-1-ethanol (6). Both synthesized compounds, ketone (5) and secondary alcohol (6), are new and have not been reported yet in the literature. All the synthesized compounds were characterized by IR, 1D and 2D NMR ¹H-¹H, ¹H-¹³C and ¹H-¹⁵N-NMR spectroscopy and by elemental analysis.

Keywords: 1,2,4-triazole-3-thiol; S-alkylation; secondary heterocyclic alcohol; racemic

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MDPI and ACS Style

Wurfer, F.-G.; Badea, V. (R,S)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol. Molbank 2021, 2021, M1231. https://doi.org/10.3390/M1231

AMA Style

Wurfer F-G, Badea V. (R,S)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol. Molbank. 2021; 2021(2):M1231. https://doi.org/10.3390/M1231

Chicago/Turabian Style

Wurfer, Flavius-Gabriel, and Valentin Badea. 2021. "(R,S)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol" Molbank 2021, no. 2: M1231. https://doi.org/10.3390/M1231

APA Style

Wurfer, F.-G., & Badea, V. (2021). (R,S)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol. Molbank, 2021(2), M1231. https://doi.org/10.3390/M1231

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(R,S)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4H-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol

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