Scientific Production Faculty

Synthesis of 2-methyl-1H-benzo[d]imidazole and 2-ethyl-1H-benzo[d]imidazole from L-serine, L-threonine and L-cysteine



Tlahuextl Romero, Angela Margarita

2019

Elton Islas Trejo, Antonio Rafael Tapia Benavides, Oscar Suarez Castillo, Margarita Tlahuextl*. Synthesis of 2-methyl-1H-benzo[d]imidazole and 2-ethyl-1H-benzo[d]imidazole from L-serine, L-threonine, L-cysteine. Pädi Scientific Bulletin of Basic and Engineering Sciences of ICBI, Semiannual Publication Pädi, vol 7, No. 13 (2019) 20-24. ISSN: 2007-6363, Published July 05. DOI: https://doi.org/10.29057/icbi.v7i13.3895,


Abstract


2-Methyl-1H-benzo[d]imidazole (5) and 2-ethyl-1H-benzo[d]imidazole (6) were obtained by the reaction of o-phenylenediamine with L-serine, L-cysteine or L-threonine respectively. The induction of the reaction was carried out by using two alternative methodologies: Fusion or Microwave (MW) radiation. The use of these synthetic processes proved to be simple and efficient. However, it is essential to use adequate safety measures to carry out these chemical reactions. The molecular structure of 5 and 6 was determined by 1H NMR, 13C NMR and X-ray diffraction. The probable reaction mechanism proposed in the present work involves the loss of water, hydrogen cyanide and migration of hydrogen atoms (or the methyl group).



Research Product




Related articles

1 H, 13C, 15N, 2D and variable temperature NMR study of the role of hydrogen bonding in the structur...

New 3,3?[2,2?-oxy-bis-(oxazaborolidine)]-ethylenes. Structural studies by NMR, X-ray, and quantum ch...

Structural studies of spiroarsoranes derived from 2-aminophenols

ChemInform Abstract: Syntheses of N-Substituted 2,5-Piperazindiones.

Coordination chemistry of iminodiacetic esters. Structural and spectroscopic characterization of cop...

Synthesis and structural studies of new N-(p-toluenesulfonyl)amino acid o-phenolamides

Diastereoselective alkylation of chiral glycinate derivatives containing the a-phenylethyl group.

Hydrogen bond studies in substituted N-(2-hydroxyphenyl)--2-[(4-methylbenzenesulfonyl)amino]acetamid...

Structural studies of spiroarsoranes derived from 2-aminophenols

Synthesis and structural studies of new N-(p-toluenesulfonyl)amino acid o-phenolamides