MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVES
Microwave assisted synthesis of a series of 4-hydroxy-N'-(phenylcarbonyl)-2H-1,2-benzothiazine-3-carbohydrazide 1,1-dioxides from sodium saccharin is reported. Sodium o-benzosulfimide was N-alkylated with ethyl chloroacetate followed by base catalyzed ring expansion to six membered 1,2-benzothi...
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| Lenguaje: | English |
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Sociedad Chilena de Química
2012
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| Acceso en línea: | http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000400031 |
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oai:scielo:S0717-970720120004000312013-04-04MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVESZAHEER,MUHAMMADZIA-UR-REHMAN,MUHAMMADRAHMAN,SALMAAHMED,NAVEEDCHAUDHARY,MUHAMMAD NAWAZ Microwaves Benzohydrazide Carbohydrazides 1,2-Benzothiazine Anti-bacterial Anti-fungal Microwave assisted synthesis of a series of 4-hydroxy-N'-(phenylcarbonyl)-2H-1,2-benzothiazine-3-carbohydrazide 1,1-dioxides from sodium saccharin is reported. Sodium o-benzosulfimide was N-alkylated with ethyl chloroacetate followed by base catalyzed ring expansion to six membered 1,2-benzothiazine through Gabriel-Coleman type rearrangement yielding ethyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide. It was later condensed with a series of benzohydrazides synthesized from various carboxylic acids to get the title compounds. All the synthesized compounds were subjected to preliminary evaluation for their biological activity against series of Gram positive, Gram negative bacteria and fungi. Some of the compounds showed marked activity against the selected microorganisms.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.57 n.4 20122012-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000400031en10.4067/S0717-97072012000400031 |
| institution |
Scielo Chile |
| collection |
Scielo Chile |
| language |
English |
| topic |
Microwaves Benzohydrazide Carbohydrazides 1,2-Benzothiazine Anti-bacterial Anti-fungal |
| spellingShingle |
Microwaves Benzohydrazide Carbohydrazides 1,2-Benzothiazine Anti-bacterial Anti-fungal ZAHEER,MUHAMMAD ZIA-UR-REHMAN,MUHAMMAD RAHMAN,SALMA AHMED,NAVEED CHAUDHARY,MUHAMMAD NAWAZ MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVES |
| description |
Microwave assisted synthesis of a series of 4-hydroxy-N'-(phenylcarbonyl)-2H-1,2-benzothiazine-3-carbohydrazide 1,1-dioxides from sodium saccharin is reported. Sodium o-benzosulfimide was N-alkylated with ethyl chloroacetate followed by base catalyzed ring expansion to six membered 1,2-benzothiazine through Gabriel-Coleman type rearrangement yielding ethyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide. It was later condensed with a series of benzohydrazides synthesized from various carboxylic acids to get the title compounds. All the synthesized compounds were subjected to preliminary evaluation for their biological activity against series of Gram positive, Gram negative bacteria and fungi. Some of the compounds showed marked activity against the selected microorganisms. |
| author |
ZAHEER,MUHAMMAD ZIA-UR-REHMAN,MUHAMMAD RAHMAN,SALMA AHMED,NAVEED CHAUDHARY,MUHAMMAD NAWAZ |
| author_facet |
ZAHEER,MUHAMMAD ZIA-UR-REHMAN,MUHAMMAD RAHMAN,SALMA AHMED,NAVEED CHAUDHARY,MUHAMMAD NAWAZ |
| author_sort |
ZAHEER,MUHAMMAD |
| title |
MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVES |
| title_short |
MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVES |
| title_full |
MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVES |
| title_fullStr |
MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVES |
| title_full_unstemmed |
MICROWAVE ASSISTED SYNTHESIS OF BIOLOGICALLY ACTIVE 4-HYDROXY-7V-(PHENYLCARBONYL)-2H-1,2-BENZOTHIAZINE-3-CARBOHYDRAZIDE 1,1-DIOXIDE DERIVATIVES |
| title_sort |
microwave assisted synthesis of biologically active 4-hydroxy-7v-(phenylcarbonyl)-2h-1,2-benzothiazine-3-carbohydrazide 1,1-dioxide derivatives |
| publisher |
Sociedad Chilena de Química |
| publishDate |
2012 |
| url |
http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000400031 |
| work_keys_str_mv |
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| _version_ |
1718445478393151488 |