Facile Synthesis and Antimicrobial Activity of 5‐Amino‐3‐methyl‐1‐phenyl‐1 H ‐thieno[3,2‐ c ]pyrazole‐6‐carbonitrile and Their Derivatives
5‐Amino‐thieno[3,2‐ c ]pyrazole derivative 2 was prepared by Gewald reaction in a one‐pot procedure. The amino group of compound 2 like primary aromatic amine formed the diazonium salt when treated with NaNO 2 /HCl, followed by coupling with different nucleophiles to yield the azo coupling products...
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Veröffentlicht in: | Journal of heterocyclic chemistry 2019-01, Vol.56 (1), p.226-233 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | 5‐Amino‐thieno[3,2‐
c
]pyrazole derivative
2
was prepared by Gewald reaction in a one‐pot procedure. The amino group of compound
2
like primary aromatic amine formed the diazonium salt when treated with NaNO
2
/HCl, followed by coupling with different nucleophiles to yield the azo coupling products
3a
–
d
. The reactivity of 5‐amino‐thienopyrazole
2
has been investigated towards different electrophilic reagents such as aromatic aldehydes, alkyl halide, acid chloride, acid anhydride, phenyl isothiocyanate, carbon disulfide, ethyl glycinate, and thioacetamide, which afforded the reaction products
4
–
14
, respectively. |
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ISSN: | 0022-152X 1943-5193 |
DOI: | 10.1002/jhet.3399 |