Palladium-catalysed regioselective N-arylation of anthranilamides: a tandem route for dibenzodiazepinone synthesis was written by Laha, Joydev K.;Manral, Neelam;Hunjan, Mandeep Kaur. And the article was included in New Journal of Chemistry in 2019.Product Details of 34489-85-5 The following contents are mentioned in the article:
A palladium-catalyzed domino approach to the synthesis of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepinones from 2-aminobenzamides and 1,2-dihaloarenes was developed. Our strategy integrating double N-arylations (inter- and intra-mol.) of 2-aminobenzamides with 1,2-dihaloarenes under palladium-catalyzed conditions is clearly distinct from the current literature available for the synthesis of dibenzodiazepinones. Unlike a previous report described for regioselective N-arylation of 2-aminobenzamide at the amine group, our mechanistic studies support the regioselective N-arylation of 2-aminobenzamide occurring first primarily at the amide group. The translational application of our protocol may be demonstrated in the synthesis of a marketed drug, clozapine. This study involved multiple reactions and reactants, such as 2-Amino-N-(2-bromophenyl)benzamide (cas: 34489-85-5Product Details of 34489-85-5).
2-Amino-N-(2-bromophenyl)benzamide (cas: 34489-85-5) 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. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Product Details of 34489-85-5
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics