(E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one

Base Information

• Chemical Name: (E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one
• CAS No.: 1361029-49-3
• Molecular Formula: C₁₉H₁₆N₂O₃
• Molecular Weight: 320.348
• Mol file: 1361029-49-3.mol

Synonyms:(E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one

Chemical Property of (E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one

There total 2 articles about (E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one 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:

(E)-2-methyl-3-(4-nitrophenyl)acrylic acid (13048-77-6,949-98-4,13048-76-5) → (E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one (1361029-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 0.25 h / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

With oxalyl dichloride; tetra(n-butyl)ammonium hydrogensulfate; N,N-dimethyl-formamide; sodium hydroxide; In dichloromethane;

DOI:10.1002/anie.201106927

Reference yield:

4-nitrobenzaldehdye (555-16-8) → (E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one (1361029-49-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium proprionate / 12 h / 150 °C / Inert atmosphere

2.1: oxalyl dichloride; N,N-dimethyl-formamide

3.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 0.25 h / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With oxalyl dichloride; sodium proprionate; tetra(n-butyl)ammonium hydrogensulfate; N,N-dimethyl-formamide; sodium hydroxide; In dichloromethane; 1.1: Perkin reaction;

DOI:10.1002/anie.201106927

Reference yield: 41.0%

(E)-2-methyl-1-(3-methyl-1H-indol-1-yl)-3-(4-nitrophenyl)prop-2-en-1-one (1361029-49-3) → 2,9-dimethyl-1-(4-nitrophenyl)-3H-pyrrolo[1,2-a]indol-3-one (1361029-59-5)

Guidance literature:

With pyridine-3-carbonitrile; oxygen; palladium diacetate; Trimethylacetic acid; In 1,3,5-trimethyl-benzene; at 110 ℃;

DOI:10.1002/anie.201106927

upstream raw materials:

(E)-2-methyl-3-(4-nitrophenyl)acrylic acid

4-nitrobenzaldehdye

Downstream raw materials:

2,9-dimethyl-1-(4-nitrophenyl)-3H-pyrrolo[1,2-a]indol-3-one