Jahn, Ullrich published the artcile3,3-dichloroprop-2-eniminium salts (vinylogous Viehe salts). A study of their reactivity towards nucleophiles, Quality Control of 14294-10-1, the publication is Synthesis (1997), 573-588, database is CAplus.
The title compounds, [Cl2C:CC:N+R2]Cl– [I; R2 = Me2, (CH2)4, (CH2)2O(CH2)2, (CH2)5] react regioselectively at either the 1- or 3-position depending on the reaction pattern. Chloro substitution affording new propene iminium salts is preferred e.g. in the reaction with mercaptans, amines, and some activated arenes and hetarenes. Nucleophilic attack at the 1-position providing in allyl or allylidene structure is observed e.g. in the reaction with H2O, EtOH, trialkyl phosphite, Me3SiCN, Grignard reagents, and acceptor activated methylene compounds Reaction at both positions with heterocyclization to 1,3-thiazine-6-thiones occurs with thioamide functions. The regiochem. depends on a complex interplay of several factors in contrast to the FMO predicted orientation. The utility of I and some consecutive products as versatile C3-building blocks for further syntheses is foreseeable.
Synthesis published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Quality Control of 14294-10-1.
Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics