Synonyms:2-aminobenzamide;anthranilamide;ortho-aminobenzamide
99% *data from raw suppliers
ATA *data from reagent suppliers
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Xi
There total 10 articles about 2-Aminobenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 88.0%
Reference yield: 53.0%
Reference yield: 39.0%
The research focuses on the synthesis of 4,4'-biquinazoline alcohols, which are chiral catalysts used in the enantioselective alkynylation of aldehydes with phenyl acetylene. The study outlines a series of chemical reactions beginning with the condensation of (S)-2-acetoxycarboxylic acid chlorides and 2-aminobenzamide, followed by key steps such as chlorination, nickel(0)-mediated homocoupling, and deprotection to yield the desired chiral 4,4'-biquinazoline alcohols. These catalysts are then combined with Ti(OiPr)4 and utilized in the asymmetric addition of zinc acetylide, generated in situ from phenylacetylene and diethylzinc, to aldehydes. The experiments involved various reactants, including SOCl2, anthranilamide, NaOH, TBDMSCl, POCl3, PhNEt2, NiCl2?6H2O, Zn, DMF, and Bu4NF, among others. The analyses used to characterize the compounds and determine their enantiomeric purities included HPLC, NMR spectroscopy, IR spectroscopy, X-ray diffraction, and specific rotation measurements. The best enantiomeric excess achieved in this study was 75%.
This research investigates the synthesis and catalytic properties of a series of (1S,1′S)-4,4′- biquinazoline-based primary amines derived from natural amino acids. The study aims to develop a protocol for the large-scale preparation of enantiomerically pure biquinazoline amines and explore their potential as organocatalysts in asymmetric transformations. The synthesis involves a six-step reaction sequence, including protection, condensation, chlorination, nickel(0)-mediated homocoupling, and deprotection. Key chemicals used in the synthesis include (S)-N-Boc-amino acids, 2-aminobenzamide, ethyl chloroformate, phosphoryl chloride, and nickel(0) generated from NiCl2. The synthesized amines were tested for their catalytic activity in the asymmetric ethylation of aryl aldehydes, yielding alcohols with (S)-configuration and enantiomeric excesses (ee) ranging from 2% to 95%. The study concludes that these novel amines can serve as effective catalysts for asymmetric transformations, with ligand 2c achieving the highest enantioselectivity (95% ee) under optimized conditions. Further investigation into the effects of these catalysts on enantioselective processes is ongoing.
This study explores a ruthenium-catalyzed ligand-promoted coupling reaction for the synthesis of quinazoline and quinazolinone derivatives. The in situ formed ruthenium catalytic system ([Ru]/L) selectively catalyzes the dehydrogenative coupling of 2-aminophenyl ketones with amines to quinazoline products and the deaminogenic coupling of 2-aminobenzamides with amines to quinazolinone products. This approach is highly efficient and avoids reactive reagents and toxic byproducts. Quinazolines and quinazolinones are nitrogen heterocyclic scaffolds with various pharmacological activities used as therapeutics for diseases such as benign prostatic hyperplasia, cancer, and antimicrobial infections. This study optimizes the reaction conditions using a cationic ruthenium hydride complex and a catechol ligand, demonstrating broad substrate scope and scalability. Mechanistic insights indicate the formation of an imine intermediate that undergoes isomerization, cyclization, and dehydrogenation steps to generate the final product.
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