methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate

Base Information

• Chemical Name: methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate
• CAS No.: 690253-79-3
• Molecular Formula: C₁₃H₁₂N₂O₆
• Molecular Weight: 292.248
• Mol file: 690253-79-3.mol

Synonyms:methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate

Chemical Property of methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate

There total 2 articles about methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate 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: 78.0%

6-nitroveratraldehyde (20357-25-9) + methyl 2-cyanoacetate (105-34-0) → methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate (690253-79-3)

Guidance literature:

With piperidine; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2004.02.012

Reference yield:

piperidine (110-89-4) + 6-nitroveratraldehyde (20357-25-9) + methyl 2-cyanoacetate (105-34-0) → methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate (690253-79-3)

Guidance literature:

In methanol; diethyl ether;

Reference yield:

methyl (E)-2-cyano-3-(4,5-dimethoxy-2-nitrophenyl)-2-propenoate (690253-79-3) → 4-(2,4-dichloro-5-methoxyanilino)-7,8-dimethoxybenzo[b][1,8]-naphthyridine-3-carbonitrile

Guidance literature:

Multi-step reaction with 5 steps

1.1: 35 percent / Fe; HOAc / 0.17 h / Heating

2.1: 88 percent / p-toluenesulfonic acid / toluene / 2 h / Heating

3.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C

3.2: 44 percent / tetrahydrofuran / -78 - 20 °C

4.1: 49 percent / POCl₃ / 1 h / Heating

5.1: 38 percent / pyridine hydrochloride / 2-ethoxy-ethanol / 0.42 h / Heating

With n-butyllithium; pyridine hydrochloride; iron; toluene-4-sulfonic acid; acetic acid; trichlorophosphate; In tetrahydrofuran; 2-ethoxy-ethanol; toluene;

DOI:10.1016/j.tet.2004.02.012

upstream raw materials:

6-nitroveratraldehyde

methyl 2-cyanoacetate

piperidine