The synthesis of N-substituted isothiazol-3(2H)-ones from N-substituted 3-benzoylpropionamides

Hamilakis, S; Kontonassios, D; Tsolomitis, A

dc.contributor.author	Hamilakis, S	en
dc.contributor.author	Kontonassios, D	en
dc.contributor.author	Tsolomitis, A	en
dc.date.accessioned	2014-03-01T01:18:26Z
dc.date.available	2014-03-01T01:18:26Z
dc.date.issued	2002	en
dc.identifier.issn	0022-152X	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/15003
dc.relation.uri	http://www.scopus.com/inward/record.url?eid=2-s2.0-0036187944&partnerID=40&md5=da7d6523d511a67e5891c5197ed885a2	en
dc.subject.classification	Chemistry, Organic	en
dc.subject.other	3 benzoylpropionamide derivative	en
dc.subject.other	3 nitrophenol	en
dc.subject.other	4 nitrophenol	en
dc.subject.other	amide	en
dc.subject.other	chloride	en
dc.subject.other	isothiazole derivative	en
dc.subject.other	mequinol	en
dc.subject.other	para cresol	en
dc.subject.other	phenyl group	en
dc.subject.other	propionamide derivative	en
dc.subject.other	unclassified drug	en
dc.subject.other	analytic method	en
dc.subject.other	article	en
dc.subject.other	cyclization	en
dc.subject.other	electron transport	en
dc.subject.other	reaction analysis	en
dc.subject.other	structure analysis	en
dc.subject.other	synthesis	en
dc.title	The synthesis of N-substituted isothiazol-3(2H)-ones from N-substituted 3-benzoylpropionamides	en
heal.type	journalArticle	en
heal.language	English	en
heal.publicationDate	2002	en
heal.abstract	N-Substituted isothiazol-3(2H)-ones can be easily prepared from N-substituted 3-benzoylpropionamides in two experimentally simple steps, in satisfactory overall yields. Reaction of the amides with excess thionyl chloride results in the formation of N-substituted 5-benzoylisotfiiazol-3(2H)-ones, which are readily debenzoylated with alkali to the corresponding N-substituted isothiazol-3(2H)-ones. This method has now been successfully applied to the synthesis of isothiazolones N-substituted with a bulky alkyl group, such as the tert-butyl group, and with a phenyl group bearing either a strong electron-withdrawing substituent, such as the 3-nitrophenyl and 4-nitrophenyl group, or an electron-releasing substituent, such as the 4-methylphenyl and 4-methoxyphenyl group.	en
heal.publisher	HETERO CORPORATION	en
heal.journalName	Journal of Heterocyclic Chemistry	en
dc.identifier.isi	ISI:000174926800022	en
dc.identifier.volume	39	en
dc.identifier.issue	1	en
dc.identifier.spage	149	en
dc.identifier.epage	155	en