Gold- and Platinum-Catalyzed Formal Markownikoff’s Double Hydroamination of Alkynes: A Rapid Access to Tetrahydroquinazolinones and Angularly-Fused Analogues Thereof was written by Patil, Nitin T.;Kavthe, Rahul D.;Raut, Vivek S.;Shinde, Valmik S.;Sridhar, Balasubramanian. And the article was included in Journal of Organic Chemistry in 2010.Name: 6-Chloro-2-aminobenzamide This article mentions the following:
A highly efficient gold(I)- and platinum(II)-catalyzed process for formal Markownikoff’s double hydroamination of alkynes tethered with hydroxyl group has been developed. The method was shown to be applicable to a broad range of 2-aminobenzamides and alkynols leading to the formation of multiply substituted tetrahydroquinazolinones. Interestingly, when Pt(IV)Cl4 catalyst was employed, cyclic angularly fused compound was obtained. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Name: 6-Chloro-2-aminobenzamide).
6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Name: 6-Chloro-2-aminobenzamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics