thioamide
Sign in to savethumb|right|150px|class=skin-invert-image|General structure of a thioamide A thioamide (rarely, thionamide, but also known as thiourylenes) is a functional group with the general structure , where are any groups (typically organyl groups or hydrogen). Analogous to amides, thioamides exhibit greater multiple bond character along the C-N bond, resulting in a larger rotational barrier.
Article
7 sectionsContents
- Synthesis
- Specialized methods
- Reactions
- Structure
- In biochemistry and medicine
- Related compounds
- References
thumb|right|150px|class=skin-invert-image|General structure of a thioamide A thioamide (rarely, thionamide, but also known as thiourylenes) is a functional group with the general structure {{chem2|R^{1}\sC(\dS)\sNR^{2}R^{3}|}}, where {{chem2|R^{1}, R^{2} and R^{3}|}} are any groups (typically organyl groups or hydrogen). Analogous to amides, thioamides exhibit greater multiple bond character along the C-N bond, resulting in a larger rotational barrier.
==Synthesis== Thioamides are typically prepared by treating amides with phosphorus pentasulfide, a reaction first described in the 1870s. An alternative to P2S5 is its more soluble analogue Lawesson's reagent. These transformations can be seen in the synthesis of tolrestat. 700px