81636-13-7

Upstream product

• 25569-87-3 benzoic-p-methylbenzoic anhydride 
• 108-42-9 3-chloro-aniline 
• 63503-60-6 3-chlorophenylboronic acid 
• 619-55-6 para-methylbenzamide 
• 108-37-2 1-bromo-3-chlorobenzene 
• 50699-50-8 phenyl N-(3-chlorophenyl)carbamate 
• 5084-80-0 tri(4-tolyl)boroxine 
• 106-42-3 para-xylene 
• 588-07-8 3-Chloroacetanilide 

Downstream Products

• 6167-05-1 (3-Chloro-phenyl)-(4-methyl-benzoyl)-carbamic acid isopropyl ester 

Relevant academic research and scientific papers

New half-sandwich (η6-p-cymene)ruthenium(II) complexes with benzothiazole hydrazone Schiff base ligand: Synthesis, structural characterization and catalysis in transamidation of carboxamide with primary amines

Few half-sandwich (η6-p-cymene) ruthenium(II) complexes supported by benzothiazole hydrazone Schiff bases were synthesized. The new complexes possess the general formulae [Ru(η6-p-cymene)(L)Cl] (1-3) (L = salicyl((2-(benzothiazol-2-yl)hydrazono)methylphenol) (SAL-HBT), 2-((2-(benzothiazol-2-yl)hydrazono)methyl)-6 methoxyphenol) (VAN-HBT) or naphtyl-2-((2-(benzothiazol-2-yl)hydrazono)methyl phenol) (NAP-HBT). All compounds were fully studied by analytical, spectroscopic techniques (IR, NMR) and also by mass spectrometry. The solid state structure of the complex 3 reveals the coordination of p-cymene moieties with ruthenium(II) in a three-legged piano-stool geometry along with benzothiazole hydrazone Schiff base ligand in a monobasic bidentate fashion. The catalytic properties of the complexes were screened in transamidation of primary amide with amines after optimization with respect to solvent, substituents, time and catalyst loading. The results show that the complex 3 is the most efficient catalyst for the transamidation of carboxamides with amines.

Green synthetic method of N-arylamides using recyclable cheap metal catalyst

Magnetically separable and reusable Fe/Cu oxide (Fe3O4-Cu2O) nanoparticles were employed as an efficient catalyst for the arylation of benzamide, which was carried out with a range of both arylboronic acid and benzamide to afford N-arylamide in good to excellent yield.

Rhodium-Catalyzed Synthesis of Amides from Functionalized Blocked Isocyanates

Isocyanates are useful building blocks for the synthesis of amides, although their widespread use has been limited by their high reactivity, which often results in poor functional group tolerance and a propensity to oligomerize. Herein, a rhodium-catalyzed synthesis of amides is described coupling boroxines with blocked (masked) isocyanates. The success of the reaction hinges on the ability to form both the isocyanate and the organorhodium intermediates in situ. Relying on masked isocyanate precursors and on the high reactivity of the organorhodium intermediate results in broad functional group tolerance, including protic nucleophilic groups such as amines, anilines, and alcohols.

TBHP-mediated highly efficient dehydrogenative cross-oxidative coupling of methylarenes with acetanilides

A TBHP-mediated dehydrogenative cross-oxidative-coupling approach has been developed for the synthesis of N-arylbenzamides from methylarenes and acetanilides. This cross-coupling method is free of transition metal catalysts and ligands, and no extra organic solvents are required, which make it an useful and attractive strategy for the straightforward construction of C-N bonds. Besides, this conversion is an important complement to the conventional C-N forming strategies.

Copper(I) iodide–catalyzed amidation of phenylboronic acids/aryl bromides using 4-dimethylaminopyridine as ligand

An efficient one-pot synthesis of N-arylbenzamide is described via reaction of phenylboronic acid/aryl bromide with benzamide in the presence of CuI (5?mol%) as catalyst, 4-dimethylaminopyridine (20?mol%) as the ligand, and Cs2CO3(2?mmol) as the base. This protocol was applied to synthesize a small library of N-arylbenzamide in high yields.

KINETICS AND MECHANISM OF THE AMINOLYSIS OF BENZOIC ANHYDRIDES

Nucleophilic substitution reactions of benzoic anhydrides, in which one of the rings is substituted, with anilines were investigated in methanol.The product-formation step coincides with the rate-limiting step so that the two rate constants, kXY and kXZ, for the competitive reaction pathways can be dissected.The two cross-interaction constants, ρXY and ρXZ, especially an unusually large magnitude of the latter, indicate that the reaction proceeds by a frontside SN2 attack on either one of the carbonyl carbon with a strong interaction between the nucleophile (X) and the leaving group (Z).The mechanism is also supposed by the trends in the activation parameters.