Item talk:Q233412
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The 2,3- and 2,6-difluoropyridines", "identifier": [ { "@type": "PropertyValue", "propertyID": "USGS Publications Warehouse IndexID", "value": "70010794", "url": "https://pubs.usgs.gov/publication/70010794" }, { "@type": "PropertyValue", "propertyID": "USGS Publications Warehouse Internal ID", "value": 70010794 }, { "@type": "PropertyValue", "propertyID": "DOI", "value": "10.1021/jo01058a050", "url": "https://doi.org/10.1021/jo01058a050" } ], "journal": { "@type": "Periodical", "name": "Journal of Organic Chemistry", "volumeNumber": "27", "issueNumber": "11" }, "inLanguage": "en", "isPartOf": [ { "@type": "CreativeWorkSeries", "name": "Journal of Organic Chemistry" } ], "datePublished": "1962", "dateModified": "2020-11-19", "abstract": "The preparation of difluoropyridines by the Schiemann reaction was investigated. 2-Amino-6-fluoropyridine (IIIa), necessary for the synthesis of 2,6-difluoropyridine (IVa) by the Schiemann reaction, was conveniently prepared by the Curtius degradation of 6-fluoropicolinic hydrazide (IIa) and by the Hofmann reaction on 6-fluoropicolinamide (IId). Since an \u03b1-fluorine on a pyridine nucleus is preferentially replaced by hydrazine when it is either adjacent to or opposite a carbomethoxy group, the hydrazides necessary for the synthesis of 3-amino-2- and 6-fluoropyridine could not be prepared. These amines were prepared from the appropriate 2-fluoropyridinecarboxamide by the Hofmann reaction. The preparation of difluoropyridines was successful with two of the aminofluoropyridines and led to the following new compounds: 2,3-difluoro(IVb) and 2,6-difluoropyridine (IVa).", "description": "4 p.", "publisher": { "@type": "Organization", "name": "American Chemical Society" }, "author": [ { "@type": "Person", "name": "Finger, G. C.", "givenName": "G. C.", "familyName": "Finger" }, { "@type": "Person", "name": "Starr, L. D.", "givenName": "L. D.", "familyName": "Starr" }, { "@type": "Person", "name": "Roe, A.", "givenName": "A.", "familyName": "Roe" }, { "@type": "Person", "name": "Link, W. J.", "givenName": "W. 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