89541-34-4

Upstream product

• 29197-19-1 3-(3-nitrobenzylidene)pentane-2,4-dione 
• 14205-39-1 methyl 3-aminocrotonate 
• 99-61-6 3-nitro-benzaldehyde 
• 123-54-6 acetylacetone 

Downstream Products

• 112772-28-8 2,6-Dimethyl-5-{1-[(E)-2-morpholin-4-yl-ethoxyimino]-ethyl}-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester 
• 366496-04-0 2,6-Dimethyl-4-(3-nitro-phenyl)-5-[(E)-3-(3-nitro-phenyl)-acryloyl]-1,4-dihydro-pyridine-3-carboxylic acid methyl ester 
• 366496-00-6 2,6-dimethyl-5-carbomethoxy-4-(3'-nitrophenyl)-3-[3-(4'-methoxyphenyl)propane-1-one]-1,4-dihydropyridine 
• 366496-01-7 5-[(E)-3-(2-Methoxy-phenyl)-acryloyl]-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthesis, characterization, crystal and molecular structure analysis of 2,6-Dimethyl-3-acetyl-5-carbomethoxy-4-(3-nitrophenyl)-1,4-dihydropyridine

A novel unsymmetrical dihydropyridine, possessing carboxymethyl and carbomethoxy groups at C(3) and C(5), respectively, has been produced using a modified Hantzsch synthesis, under solvent free conditions, in a domestic microwave oven. The product obtained was characterized by spectroscopic techniques and finally confirmed by X-ray diffraction studies. The title compound C17H18N2O5 crystallizes in the monoclinic system in the space group P21/c with cell parameters a = 12.860(2) A, b = 7.4950(6) A, c = 16.734(3) A, β = 94.436(3)°, Z = 4 and V = 1608.1(4) A3. The 1,4-dihydropyridine ring in the structure is in a flattened boat conformation. The molecule possesses a chiral center at C4. The 3-nitrophenyl ring is nearly orthogonal to the 1,4-dihydropyridine ring. The carbonyl groups at C3 and C5 are oriented in -antiperiplanar and +synperiplanar conformations, respectively. The structure exhibits both inter and intramolecular hydrogen bonds of the type N-H???O and C-H???O.