5-Methoxy-7-nitro-1H-indole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 5-Methoxy-7-nitro-1H-indole-2-carboxylic acid ethyl ester
• CAS No.: 13838-44-3
• Molecular Formula: C₁₂H₁₂N₂O₅
• Molecular Weight: 264.238
• Mol file: 13838-44-3.mol

Synonyms:5-Methoxy-7-nitro-1H-indole-2-carboxylic acid ethyl ester

Chemical Property of 5-Methoxy-7-nitro-1H-indole-2-carboxylic acid ethyl ester

Chemical Property:

• PSA: 97.14000
• LogP: 2.78460

Purity/Quality:

98% ^*data from raw suppliers

Ethyl5-Methoxy-7-nitro-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Methoxy-7-nitro-1H-indole-2-carboxylic acid ethyl ester

There total 4 articles about 5-Methoxy-7-nitro-1H-indole-2-carboxylic acid ethyl ester 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: 43.0%

ethyl 2-(2-(4-methoxy-2-nitrophenyl)hydrazono)propanoate (13838-43-2) → ethyl 5-methoxy-7-nitro-1H-indole-2-carboxylate (13838-44-3)

Guidance literature:

With phosphoric acid; In 5,5-dimethyl-1,3-cyclohexadiene; at 180 ℃; for 4h;

DOI:10.1039/c6ob00002a

Reference yield:

4-methoxy-2-nitroaniline (96-96-8) → ethyl 5-methoxy-7-nitro-1H-indole-2-carboxylate (13838-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide; sodium nitrite; hydrogenchloride / ethanol; water / 1 h / 0 °C

2: phosphoric acid / 5,5-dimethyl-1,3-cyclohexadiene / 4 h / 180 °C

With hydrogenchloride; phosphoric acid; potassium hydroxide; sodium nitrite; In 5,5-dimethyl-1,3-cyclohexadiene; ethanol; water;

DOI:10.1039/c6ob00002a

Reference yield:

2-acetylpropanoic acid ethyl ester (609-14-3) + 4-methoxy-2-nitroaniline (96-96-8) → ethyl 5-methoxy-7-nitro-1H-indole-2-carboxylate (13838-44-3)

Guidance literature:

With hydrogenchloride; PPA; sodium nitrite; Multistep reaction;

DOI:10.1016/S0040-4039(98)01008-9

upstream raw materials:

2-acetylpropanoic acid ethyl ester

4-methoxy-2-nitroaniline

ethyl 2-(2-(4-methoxy-2-nitrophenyl)hydrazono)propanoate

Downstream raw materials:

5-methoxy-7-nitro-1H-indole-2-carboxylic acid

5-methoxy-7-nitro-1H-indole

Refernces

• 1、 -. "THERAPY AND PHARMACEUTICAL COMPOSITION". Page/Page column 45-46. . Retrieved 2017/06/21.