Ethyl 4-bromo-1H-indole-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-bromo-1H-indole-2-carboxylate
• CAS No.: 103858-52-2
• Molecular Formula: C11H10BrNO2
• Molecular Weight: 268.11
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID90451002
• Nikkaji Number: J769.708B
• Wikidata: Q72457379
• Mol file: 103858-52-2.mol

Synonyms:Ethyl 4-bromo-1H-indole-2-carboxylate;103858-52-2;4-bromoindole-2-carboxylic acid ethyl ester;4-BROMO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER;1H-Indole-2-carboxylic acid, 4-bromo-, ethyl ester;MFCD12174997;ethyl 4-bromoindole-2-carboxylate;Ethyl 4-Bromo-indolecarboxylate;SCHEMBL2204502;DTXSID90451002;KNPDUPLMXYEJAU-UHFFFAOYSA-N;AMY22889;BCP27939;ethyl 4-Bromo Indole-2-Carboxylate;AKOS009495739;Ethyl4-bromo-1H-indole-2-carboxylate;DS-11182;SY045282;CS-0037859;FT-0647541;A21462;4-bromo-1H-indole-2-carboxylate acid ethyl ester;AR-437/43285097;J-520974;ethyl 4-bromo-1H-indole-2-carboxylate;Ethyl 4-Bromoindole-2-carboxylate

Chemical Property of Ethyl 4-bromo-1H-indole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.646
• Boiling Point: 394.691 °C at 760 mmHg
• PKA: 14.08±0.30(Predicted)
• Flash Point: 192.503 °C
• PSA: 42.09000
• Density: 1.555 g/cm³
• LogP: 3.10710
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 266.98949
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-bromo-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(N1)C=CC=C2Br

Technology Process of Ethyl 4-bromo-1H-indole-2-carboxylate

There total 12 articles about Ethyl 4-bromo-1H-indole-2-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: 63.0%

ethyl 2-azido-3-(2-bromophenyl)acrylate (1206626-34-7) → 4-bromo-1H-Indole-2-carboxylic acid ethyl ester (103858-52-2)

Guidance literature:

With zirconium(IV) chloride; silver nitrate; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1039/c4ra02158d

Reference yield: 21.0%

→ 4-bromo-1H-Indole-2-carboxylic acid ethyl ester (103858-52-2) + 4-nitro-1H-indole-2-carboxylic acid ethyl ester (4993-93-5)

Guidance literature:

Reference yield:

ethyl 3-(2-bromo-6-nitrophenyl)-2-oxopropanoate (608510-29-8) → 4-bromo-1H-Indole-2-carboxylic acid ethyl ester (103858-52-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. HCl

2: FeSO₄/NH₃

3: H₂SO₄

With hydrogenchloride; sulfuric acid; ammonia; iron(II) sulfate;

DOI:10.1021/jm00400a009

upstream raw materials:

4-bromo-1H-indole-2-carboxylic acid

ethanol

2-oxo-propionic acid ethyl ester

3-bromophenylhydrazine hydrochloride

Downstream raw materials:

4-bromo-1H-indole-2-carboxylic acid

4-(2-dimethylaminophenyl)-1H-indole-2-carboxylic acid ethyl ester

4-(2-ethylphenyl)-1H-indole-2-carboxylic acid

C₉H₆BrNO