Reference

Infrared and Raman spectra of vicinally trisubstituted 2-methyl-3-chloroaniline and 2-methyl-6-chloroaniline

Infrared and Raman spectra of vicinally trisubstituted 2-methyl-3-chloroaniline and 2-methyl-6-chloroaniline. Shukla, A. R.; Pathak, C. M.; Dongre, N.In this study， 1333-74-0 and 87-63-8 are also used. G.; Asthana, B. P.; Shamir, Jacob (Dep. Phys., Banaras Hindu Univ., Varanasi 221 005, India). Proc. - Indian Acad. Sci., Chem. Sci., 97(5-6), 593-600 (English) 1986. CODEN: PIAADM. ISSN: 0253-4134. DOCUMENT TYPE: Journal CA Section: 73 (Optical, Electron, and Mass Spectroscopy and Other Related Properties) Section cross-reference(s): 22 The IR and Raman spectra of 2-methyl-3-chloroaniline (2-M, 3-CA) and 2-methyl-6-chloroaniline (2-M, 6-CA) were recorded at room temp. in the region 3600-100 cm-1. A vibrational anal. was made using addnl. frequencies obtained from IR studies at 223 and 123 K and also including the polarization measurement of the Raman lines. A comparative study of these 2 mols. together with the spectra of 2,3-dimethylaniline (2,3-DMA), investigated earlier, is presented. The anomalous behavior of certain normal modes at low temps. indicates the presence of an intermol. H bonding of the N-H...N type in 2-M, 3-CA and 2,3-DMA, whereas, in 2-M, 6-CA, an intramol. H bonding of the type N-H...Cl was detected owing to the presence of the highly electroneg. Cl atom at the ortho position. .

A New Strategy for the Construction of the Imidazo[1,5-a]quinoxalin-4-one Ring System and Its Application to the Efficient Synthesis of BMS-238497, a Novel and Potent Lck Inhibitor

A New Strategy for the Construction of the Imidazo[1,5-a]quinoxalin-4-one Ring System and Its Application to the Efficient Synthesis of BMS-238497, a Novel and Potent Lck Inhibitor. Chen, Bang-Chi; Zhao, Rulin; Bednarz, Mark S.; Wang, Bei; Sundeen, Joseph E.; Barrish, Joel C. (Discovery Chemistry, Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, NJ 08543, USA). Journal of Organic Chemistry, 69(3), 977-979 (English) 2004 American Chemical Society. CODEN: JOCEAH. ISSN: 0022-3263. DOCUMENT TYPE: Journal CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) A new efficient strategy was developed for the construction of the imidazo[1,5-a]quinoxalin-4-one ring system. The new method involves condensation of o-nitroaniline with glyoxylate in methanol followed by treatment of the resulting a-(o-nitroanilino)-a-methoxy acetate with tosylmethyl isocyanide (TosMIC) reagent to give 1-(o-nitrophenyl)imidazole-5-carboxylate. Reductive cyclization of the nitro imidazole carboxylate afforded imidazo[1,5-a]quinoxalin-4-one in three steps and 60% overall yield. The new method was successfully applied to the synthesis of BMS-238497 (i.e., N-(2-chloro-6-methylphenyl)-7,8-dimethoxyimidazo[1,5-a]quinoxalin-4-a mine, I), a novel and potent Lck inhibitor (no biol.Several substances are used for example 87-63-8 which is its cas registry number. data). .