Synthesis of novel fused thienodiazaphosphorine derivatives from 2-amino-3-cyanothiophenes and Lawesson’s reagent was written by Khalladi, Khaoula;Touil, Soufiane. And the article was included in Journal of Sulfur Chemistry in 2012.Formula: C8H8N2S This article mentions the following:
In a simple one-pot procedure, treatment of 2-amino-3-cyanothiophenes with Lawesson’s reagent led to the new thieno[2,3-d][1,3,2]diazaphosphorine-6-thione-2-sulfides in good to excellent yields. A possible reaction mechanism, involving a Dimroth-type rearrangement, was proposed. The structure of obtained products was confirmed by NMR (1H, 31P, and 13C) and IR spectroscopies and by mass spectrometry. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Formula: C8H8N2S).
2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Formula: C8H8N2S
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts