title: The first example of isomeric solid amide and its enol.
abstract: [Structure: see text] The first example of a crystalline amide and its tautomeric enol was obtained for the amide MeNHCSCH(CN)CONHMe (8) and its enol MeNHCSC(CN)=C(OH)NHMe (9). Their X-ray structures were determined, and their structural features resemble those of other related amides and enols. No other example of a similar pair was obtained. In solution, both 8 and 9 and a small percentage of the isomeric enol of thioamide MeNHCOC(CN)=C(SH)NHMe (10) were obtained in solvent-dependent compositions, which are rapidly established.
authors.affiliation: Department of Organic Chemistry, The Hebrew University, Jerusalem 91904, Israel.
authors.forename: Ahmad
authors.initials: A
authors.lastname: Basheer
authors.forename: Zvi
authors.initials: Z
authors.lastname: Rappoport