ETHYL 2-METHYL-6-(4-NITROPHENYL)PYRIDINE-3-CARBOXYLATE

Base Information

• Chemical Name: ETHYL 2-METHYL-6-(4-NITROPHENYL)PYRIDINE-3-CARBOXYLATE
• CAS No.: 100970-07-8
• Molecular Formula: C15H14N2O4
• Molecular Weight: 286.28300
• Mol file: 100970-07-8.mol

Synonyms:ethyl (2-methyl-6-p-nitrophenyl)nicotinate;2-Methyl-6-(4-nitro-phenyl)-nicotinic acid ethyl ester;2-Methyl-6-(4-nitro-phenyl)-nicotinsaeure-aethylester;ethyl 2-methyl-6-(p-nitrophenyl)nicotinate;ethyl (2-methyl-6-4'-nitrophenyl)nicotinate;

Chemical Property of ETHYL 2-METHYL-6-(4-NITROPHENYL)PYRIDINE-3-CARBOXYLATE

Chemical Property:

• Melting Point: 71-73 °C(Solv: methanol (67-56-1))
• Boiling Point: 408.1±45.0 °C(Predicted)
• PKA: 2.45±0.25(Predicted)
• PSA: 85.01000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 3.66510

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-methyl-6-(4-nitrophenyl)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 2-METHYL-6-(4-NITROPHENYL)PYRIDINE-3-CARBOXYLATE

There total 5 articles about ETHYL 2-METHYL-6-(4-NITROPHENYL)PYRIDINE-3-CARBOXYLATE 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:

synthetic route:

Reference yield: 98.0%

(E)-3-dimethylamino-1-(4-nitrophenyl)-2-propen-1-one (78089-99-3) + ethyl acetoacetate (141-97-9) → ethyl 2-methyl-6-(4-nitrophenyl)pyridine-3-carboxylate (100970-07-8)

Guidance literature:

With ammonium acetate; K5; at 115 ℃; for 0.5h;

DOI:10.1016/j.tet.2007.10.014

Reference yield:

1-(4'-nitrophenyl)-3-(trimethylsilyl)-2-propyn-1-one (17950-66-2) + ethyl aminocrotonate (626-34-6,7318-00-5,41867-20-3) → ethyl 2-methyl-6-(4-nitrophenyl)pyridine-3-carboxylate (100970-07-8)

Guidance literature:

With acetic acid; In tetrahydrofuran; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1515/znb-2016-0046

Reference yield:

(4-nitrophenyl)ethanone (100-19-6) → ethyl 2-methyl-6-(4-nitrophenyl)pyridine-3-carboxylate (100970-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 5,5-dimethyl-1,3-cyclohexadiene / Reflux

2: acetic acid; ammonium acetate / Reflux

With ammonium acetate; acetic acid; In 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1016/j.bmcl.2016.04.031

upstream raw materials:

(E)-3-chloro-1-(4-nitrophenyl)-2-propenone

ethyl aminocrotonate

(E)-3-dimethylamino-1-(4-nitrophenyl)-2-propen-1-one

ethyl acetoacetate