reassignment of the structures of products produced by reactions of the product believed to be 2-(1-phenyl-2-thiocyanatoethylidene)-malononitrile with electrophiles重新分配的产品的产品结构所产生的反应被认为是与亲电试剂2 -(1-phenyl-2-thiocyanatoethylidene)丙二腈.pdfVIP

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reassignment of the structures of products produced by reactions of the product believed to be 2-(1-phenyl-2-thiocyanatoethylidene)-malononitrile with electrophiles重新分配的产品的产品结构所产生的反应被认为是与亲电试剂2 -(1-phenyl-2-thiocyanatoethylidene)丙二腈.pdf

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reassignment of the structures of products produced by reactions of the product believed to be 2-(1-phenyl-2-thiocyanatoethylidene)-malononitrile with electrophiles重新分配的产品的产品结构所产生的反应被认为是与亲电试剂2 -(1-phenyl-2-thiocyanatoethylidene)丙二腈

Molecules 2011, 16, 3456-3468; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Reassignment of the Structures of Products Produced by Reactions of the Product Believed To Be 2-(1-Phenyl-2- Thiocyanatoethylidene)-malononitrile with Electrophiles Saleh Mohammed Al-Mousawi *, Moustafa Sherief Moustafa and Mohamed Hilmy Elnagdi Department of Chemistry, Faculty of Science, University of Kuwait, Safat, 13060, P.O. Box 12613, Kuwait * Author to whom correspondence should be addressed; E-Mail: salehalmousawi@; Tel.: +965 Fax: +965 Received: 1 April 2011; in revised form: 15 April 2011 / Accepted: 18 April 2011 / Published: 26 April 2011 Abstract: The reactivity of the product believed to be 2-(1-phenyl-2-thiocyanato- ethylidene)malononitrile toward a variety of electrophilic and nucleophilic reagents is reported. Keywords: 2-(1-phenyl-2-thiocyanatoethylidene)malononitrile; thiazole; diaminopyrazole; pyrazolo[1,5-α] pyrimidinediamine 1. Introduction Conflicting results have been reported for the structures of the products formed upon reaction of 2- thiocyanatoethanones (1) with active methylene nitriles. In 1986, Abdelrazek et al [1] proposed that reaction of 1a with malononitrile in refluxing ethanol in the presence of catalytic piperidine affords the dicyanomethylidene adduct 2a. Recently a patent described the formation of the thiazole 3a from these substrates under very similar conditions (Scheme 1) [2]. Abdelrazek subsequently [3] reported that 2a could also be produc