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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| container_title | Journal of heterocyclic chemistry |
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| creator | Regal, Mohsen K. A. Shaban, Safa S. El‐Metwally, Souad A. |
| description | 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. |
| doi_str_mv | 10.1002/jhet.3399 |
| format | Article |
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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.</description><identifier>ISSN: 0022-152X</identifier><identifier>EISSN: 1943-5193</identifier><identifier>DOI: 10.1002/jhet.3399</identifier><language>eng</language><ispartof>Journal of heterocyclic chemistry, 2019-01, Vol.56 (1), p.226-233</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c749-219feb03b3adc7f43d9e775b05f796e08e4d6282f4a823c4c4b6b0c80bb5195a3</citedby><cites>FETCH-LOGICAL-c749-219feb03b3adc7f43d9e775b05f796e08e4d6282f4a823c4c4b6b0c80bb5195a3</cites><orcidid>0000-0002-9327-3467</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Regal, Mohsen K. A.</creatorcontrib><creatorcontrib>Shaban, Safa S.</creatorcontrib><creatorcontrib>El‐Metwally, Souad A.</creatorcontrib><title>Facile Synthesis and Antimicrobial Activity of 5‐Amino‐3‐methyl‐1‐phenyl‐1 H ‐thieno[3,2‐ c ]pyrazole‐6‐carbonitrile and Their Derivatives</title><title>Journal of heterocyclic chemistry</title><description>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
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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.</abstract><doi>10.1002/jhet.3399</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-9327-3467</orcidid></addata></record> |
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| identifier | ISSN: 0022-152X |
| ispartof | Journal of heterocyclic chemistry, 2019-01, Vol.56 (1), p.226-233 |
| issn | 0022-152X 1943-5193 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_jhet_3399 |
| source | Wiley-Blackwell Journals |
| title | Facile Synthesis and Antimicrobial Activity of 5‐Amino‐3‐methyl‐1‐phenyl‐1 H ‐thieno[3,2‐ c ]pyrazole‐6‐carbonitrile and Their Derivatives |
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