ORGANIC SPECTROSCOPY INTERNATIONAL: 1H NMR of the 2-Amino-4-phenyl-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline

¹H NMR of the 2-Amino-4-phenyl-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline 5a

http://article.sapub.org/10.5923.j.chemistry.20140401.04.html

American Journal of Chemistry

p-ISSN: 2165-8749 e-ISSN: 2165-8781

2014; 4(1): 29-34

doi:10.5923/j.chemistry.20140401.04

Harvinder Singh Sohal¹, Rajshree Khare¹, Arun Goyal¹, Andrew Woolley², Kishanpal Singh³, Rajeev Sharma⁴

¹Department of Chemistry, Maharishi Markandeshwar University, Mullana-133 207, Haryana, India

²Department of Chemistry, University of Toronto, 80 St. George St. Toronto, ON, M5S 3H6, Canada

³Department of Chemistry, Punjabi University, Patiala-147 001, Punjab, India

⁴Department of Chemistry, Multani Mal Modi College, Patiala-147 001, Punjab, India

Correspondence to: Harvinder Singh Sohal, Department of Chemistry, Maharishi Markandeshwar University, Mullana-133 207, Haryana, India.

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Multi-component Approach for the Synthesis of Fused Dihydropyridines via Unsymmetrical Hantzch Condensation Using Glycerol as Green Solvent

2-Amino-4-phenyl-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline (5a):

mp. 277–278 °C; IR (KBr): ΰ = 3436, 3324, 3214, 2197, 1719, 1498 cm⁻¹.
¹H NMR (400 MHz, CDCl₃): δ(ppm) = 1.02 (s, 3H, CH₃), 1.09 (s, 3H, CH₃), 2.01–2.37 (m, 4H, 2×CH₂), 4.38 (s, 1H, CH), 5.36 (s, 2H, NH₂), 7.07–7.29 (m, 5H, ArH), 8.94 (s, 1H, NH).
¹³C NMR (100 MHz, CDCl₃): δ(ppm) = 27.4, 29.5, 32.8, 36.9, 39.4, 50.8, 59.7, 113.5, 119.7, 126.2, 127.8, 128.4, 143.9, 155.3, 166.3, 197.7.

MS (EI) m/z 294.3 (M+).

Anal. Calcd for C₁₈H₁₉N₃O: C, 73.72; H, 6.48; N, 14.33. Found: C, 73.61; H, 6.58; N, 14.31.

Maharishi Markandeshwar University, Mullana