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Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones

Complex semicarbazone derivatives were successfully synthesized from substituted semicarbazides in acidic ethanol upon heating in the presence of aldehyde. The reaction is functional group tolerant and chemoselective because no terminal hydrazine moiety is present in the substituted semicarbazides....

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Main Authors: Yehye, Wageeh Abdulhadi, Nath, Amit Ranjan
Format: Article
Published: Thieme Publishing 2018
Subjects:
Q Science (General)
QD Chemistry
Online Access:http://eprints.um.edu.my/21162/
https://doi.org/10.1055/s-0037-1609557
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spelling my.um.eprints.211622019-05-08T05:59:25Z http://eprints.um.edu.my/21162/ Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones Yehye, Wageeh Abdulhadi Nath, Amit Ranjan Q Science (General) QD Chemistry Complex semicarbazone derivatives were successfully synthesized from substituted semicarbazides in acidic ethanol upon heating in the presence of aldehyde. The reaction is functional group tolerant and chemoselective because no terminal hydrazine moiety is present in the substituted semicarbazides. Thus, functional groups such as esters and acetyls, which are prone to reaction with hydrazine, can also be used in this reaction because the terminal hydrazine moiety of the acid hydrazide was protected by aryl isocyanates in order to prepare substituted semicarbazides. In addition, neither of the aryl groups of semicarbazone are dependent on the starting materials (acid hydrazide) and can be changed upon demand. Thus, this reaction protocol provides a simple and effective alternative for the preparation of a wide variety of semicarbazones that could not be synthesized by utilizing conventional methods. Thieme Publishing 2018 Article PeerReviewed Yehye, Wageeh Abdulhadi and Nath, Amit Ranjan (2018) Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones. Synthesis, 50 (21). pp. 4301-4312. ISSN 0039-7881 https://doi.org/10.1055/s-0037-1609557 doi:10.1055/s-0037-1609557
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic Q Science (General)
QD Chemistry
spellingShingle Q Science (General)
QD Chemistry
Yehye, Wageeh Abdulhadi
Nath, Amit Ranjan
Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones
description Complex semicarbazone derivatives were successfully synthesized from substituted semicarbazides in acidic ethanol upon heating in the presence of aldehyde. The reaction is functional group tolerant and chemoselective because no terminal hydrazine moiety is present in the substituted semicarbazides. Thus, functional groups such as esters and acetyls, which are prone to reaction with hydrazine, can also be used in this reaction because the terminal hydrazine moiety of the acid hydrazide was protected by aryl isocyanates in order to prepare substituted semicarbazides. In addition, neither of the aryl groups of semicarbazone are dependent on the starting materials (acid hydrazide) and can be changed upon demand. Thus, this reaction protocol provides a simple and effective alternative for the preparation of a wide variety of semicarbazones that could not be synthesized by utilizing conventional methods.
format Article
author Yehye, Wageeh Abdulhadi
Nath, Amit Ranjan
author_facet Yehye, Wageeh Abdulhadi
Nath, Amit Ranjan
author_sort Yehye, Wageeh Abdulhadi
title Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones
title_short Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones
title_full Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones
title_fullStr Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones
title_full_unstemmed Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones
title_sort acid hydrazide: a potential reagent for the synthesis of semicarbazones
publisher Thieme Publishing
publishDate 2018
url http://eprints.um.edu.my/21162/
https://doi.org/10.1055/s-0037-1609557
_version_ 1643691483899887616
score 13.211869

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