2-(Ethoxycarbonyl)-5-bromo-indole

Base Information

• Chemical Name: 2-(Ethoxycarbonyl)-5-bromo-indole
• CAS No.: 16732-70-0
• Molecular Formula: C11H10BrNO2
• Molecular Weight: 268.11
• Hs Code.: 2933990090
• Mol file: 16732-70-0.mol

Synonyms:5-Bromo-1H-indole-2-carboxylic acidethyl ester;5-Bromoindole-2-carboxylic acid ethyl ester;Ethyl5-bromo-1H-indole-2-carboxylate;Ethyl 5-bromoindole-2-carboxylate;NSC 88620;Indole-2-carboxylicacid, 5-bromo-, ethyl ester (6CI,8CI);

Chemical Property of 2-(Ethoxycarbonyl)-5-bromo-indole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 165 °C
• Refractive Index: 1.646
• Boiling Point: 394.691 °C at 760 mmHg
• PKA: 14.05±0.30(Predicted)
• Flash Point: 192.503 °C
• PSA: 42.09000
• Density: 1.554 g/cm³
• LogP: 3.10710
• Storage Temp.: 2-8°C
• Solubility.: soluble in Acetone

Purity/Quality:

99% ^*data from raw suppliers

5-Bromoindole-2-carboxylicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: Xi:刺激性物质

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(Ethoxycarbonyl)-5-bromo-indole

There total 18 articles about 2-(Ethoxycarbonyl)-5-bromo-indole 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: 94.0%

5-bromo-2-indolecarboxylic acid (7254-19-5) + ethanol (64-17-5) → ethyl 5-bromoindolecarboxylate (16732-70-0)

Guidance literature:

With sulfuric acid; at 80 ℃; for 12h;

Reference yield: 92.0%

ethyl 2-[2-(4-bromophenyl)hydrazinylidene]propanoate (16382-11-9) → ethyl 5-bromoindolecarboxylate (16732-70-0)

Guidance literature:

With phosphoric acid; at 80 - 100 ℃; for 1.33h; Green chemistry;

Reference yield: 88.0%

ethyl 3-(2-amino-5-bromophenyl)acrylate → ethyl 5-bromoindolecarboxylate (16732-70-0)

Guidance literature:

With (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride; [bis(acetoxy)iodo]benzene; In toluene; at 110 ℃; for 3h; Inert atmosphere; Schlenk technique; Molecular sieve;

DOI:10.1002/asia.201402580

upstream raw materials:

ethyl 2-[2-(4-bromophenyl)hydrazinylidene]propanoate

(4-bromophenyl)hydrazine

2-(4-bromo-phenylhydrazono)-propionic acid

4-bromo-benzenediazonium ion

Downstream raw materials:

ethyl 5-bromo-3-[(3,5-dimethylphenyl)thio]-1H-indole-2-carboxylate

ethyl 5-bromo-3-hydroxyindole-2-carboxylate

5-(4-tert-butylphenyl)indole-2-carboxylic acid ethyl ester

5-bromo-2-indolecarboxylic acid

Refernces

• 1、 -. "Synthesis method for preparing 2-substituted indole derivative". Paragraph 0115-0118. . Retrieved 2019/05/28.
• 2、 Ren, Long,Nan, Guanglei,Wang, Yongcheng,Xiao, Zhiyan. "Carboxylic Acid-Promoted Single-Step Indole Construction from Simple Anilines and Ketones via Aerobic Cross-Dehydrogenative Coupling". . p. 14472 - 14488. Retrieved 2018/11/23.