{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1361699993371929600.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1002/hlca.19800630610"}},{"identifier":{"@type":"URI","@value":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19800630610"}},{"identifier":{"@type":"URI","@value":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.19800630610"}}],"dc:title":[{"@value":"Notizen zur Synthese von 2‐Aminophenylsulfonen"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:p><jats:bold>Syntheses of some Alkyl, Cycloalkyl and Aryl 2‐Aminophenyl Sulfones</jats:bold></jats:p><jats:p>Syntheses of the alkyl, cycloalkyl and aryl 2‐aminophenyl sulfones <jats:bold>10</jats:bold> were achieved by oxidation of the corresponding 2‐nitrophenyl sulfides <jats:bold>7</jats:bold> to the 2‐nitrophenyl sulfones <jats:bold>9</jats:bold> followed by ethanolic <jats:italic>Béchamp</jats:italic>‐reduction. The sulfides <jats:bold>7</jats:bold> in turn were obtained either by reactions of 2‐nitro‐thiophenol (<jats:bold>8</jats:bold>) with the appropriate alkyl and cycloalkyl halides or of 2‐chloro‐nitrobenzene (<jats:bold>5</jats:bold>) with the relevant thiols. Condensation of 2‐nitrobenzenesulfinic acid (<jats:bold>3</jats:bold>) with bromoacetic acid in aqueous alkaline solution led ‐ presumably <jats:italic>via</jats:italic> 2‐nitrophenylsulfonylacetic acid (<jats:bold>4</jats:bold>) ‐ to methyl 2 nitrophenyl sulfone (<jats:bold>1</jats:bold>), reduction of which gave 2‐aminophenyl methyl sulfone (<jats:bold>2</jats:bold>). Treatment of 2‐aminothiophenol (<jats:bold>11</jats:bold>) with <jats:italic>t</jats:italic>‐butyl alcohol in aqueous sulfuric acid gave 2‐aminophenyl <jats:italic>t</jats:italic>‐butyl sulfide (<jats:bold>12</jats:bold>), which was acetylated to <jats:italic>o</jats:italic>‐<jats:italic>t</jats:italic>‐butylthio‐acetanilide (<jats:bold>13</jats:bold>). Oxidation of the latter to <jats:italic>o</jats:italic>‐<jats:italic>t</jats:italic>‐butylsulfonyl‐acetanilide (<jats:bold>14</jats:bold>) followed by hydrolysis led to 2‐aminophenyl <jats:italic>t</jats:italic>‐butyl sulfone (<jats:bold>15</jats:bold>).</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1381699993371929600","@type":"Researcher","foaf:name":[{"@value":"Alfred Courtin"}]},{"@id":"https://cir.nii.ac.jp/crid/1380298341708428289","@type":"Researcher","foaf:name":[{"@value":"Hans‐Rudolf von Tobel"}]},{"@id":"https://cir.nii.ac.jp/crid/1380298341708428288","@type":"Researcher","foaf:name":[{"@value":"Günther Auerbach"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"0018019X"},{"@type":"EISSN","@value":"15222675"}],"prism:publicationName":[{"@value":"Helvetica Chimica Acta"}],"dc:publisher":[{"@value":"Wiley"}],"prism:publicationDate":"1980-09-17","prism:volume":"63","prism:number":"6","prism:startingPage":"1412","prism:endingPage":"1419"},"reviewed":"false","dc:rights":["http://onlinelibrary.wiley.com/termsAndConditions#vor"],"url":[{"@id":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19800630610"},{"@id":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.19800630610"}],"createdAt":"2004-12-31","modifiedAt":"2023-10-19","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1390001204178754048","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Discovery of <i>N</i>-{2-Methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}-<i>N</i>′-[2-(propane-2-sulfonyl)phenyl]-1,3,5-triazine-2,4-diamine (ASP3026), a Potent and Selective Anaplastic Lymphoma Kinase (ALK) Inhibitor"},{"@value":"Discovery of N-{2-Methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}-N'-[2-(propane-2-sulfonyl)phenyl]-1,3,5-triazine-2,4-diamine (ASP3026), a Potent and Selective Anaplastic Lymphoma Kinase (ALK) Inhibitor"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1002/hlca.19800630610"},{"@type":"CROSSREF","@value":"10.1248/cpb.c17-00784_references_DOI_5G0oxrlRPlXbivjGKyjNuOJGp3o"}]}