ethyl 6-bromo-1H-indole-2-carboxylate

Base Information

• Chemical Name: ethyl 6-bromo-1H-indole-2-carboxylate
• CAS No.: 103858-53-3
• Molecular Formula: C11H10BrNO2
• Molecular Weight: 268.11
• Hs Code.: 29339900
• European Community (EC) Number: 692-267-0
• DSSTox Substance ID: DTXSID30426557
• Nikkaji Number: J1.411.529C
• Wikidata: Q72473243
• Mol file: 103858-53-3.mol

Synonyms:103858-53-3;ETHYL 6-BROMOINDOLE-2-CARBOXYLATE;ethyl 6-bromo-1H-indole-2-carboxylate;6-Bromoindole-2-carboxylic acid ethyl ester;1H-Indole-2-carboxylic acid, 6-bromo-, ethyl ester;6-bromo-1H-indole-2-carboxylic acid ethyl ester;MFCD03094942;6-Bromo-2- carboethoxyindole;6-Br-ICA-OEt;SCHEMBL3275836;DTXSID30426557;FVMZWWFKRMBNSZ-UHFFFAOYSA-N;AKOS004912416;CS-W005383;DC-0707;PB39446;ETHYL6-BROMOINDOLE-2-CARBOXYLATE;AC-22705;SY004488;FT-0648941;EN300-60688;B-8725;A800824;AR-437/43285096;Z307697180

Chemical Property of ethyl 6-bromo-1H-indole-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.94E-06mmHg at 25°C
• Melting Point: 178-180 °C
• Refractive Index: 1.646
• Boiling Point: 394.7 °C at 760 mmHg
• PKA: 14.08±0.30(Predicted)
• Flash Point: 192.5 °C
• PSA: 42.09000
• Density: 1.554 g/cm³
• LogP: 3.10710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Soluble in acetone.
• 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

Ethyl6-bromo-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(N1)C=C(C=C2)Br

Technology Process of ethyl 6-bromo-1H-indole-2-carboxylate

There total 13 articles about ethyl 6-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: 99.0%

6-bromo-indole-2-carboxylic acid(Ref.7.) (16732-65-3) + ethanol (64-17-5) → ethyl 6-bromo-1H-indole-2-carboxylate (103858-53-3)

Guidance literature:

With thionyl chloride; Reflux;

Reference yield: 85.0%

2-oxo-propionic acid ethyl ester (617-35-6) + 3-bromophenylhydrazine hydrochloride (27246-81-7) → ethyl 6-bromo-1H-indole-2-carboxylate (103858-53-3)

Guidance literature:

With bismuth(III) nitrate; PPA; In methanol; for 2.5h; Reflux;

DOI:10.1080/00397910802656059

Reference yield: 79.0%

C11H10BrN3O2 (1007117-11-4) → ethyl 6-bromo-1H-indole-2-carboxylate (103858-53-3)

Guidance literature:

With zirconium(IV) chloride; silver nitrate; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 0.166667h;

DOI:10.1039/c4ra02158d

upstream raw materials:

6-bromo-indole-2-carboxylic acid(Ref_.7.)

2-oxo-propionic acid ethyl ester

4-bromophenylhydrazine hydrochloride

ethyl 4,6-dibromo-1H-indole-2-carboxylate

Downstream raw materials:

6-bromo-indole-2-carboxylic acid(Ref_.7.)

ethyl 6-(4-methylphenyl)-1H-indole-2-carboxylate

6-(4-tert-butylphenyl)indole-2-carboxylic acid ethyl ester

ethyl 6-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-1H-indole-2-carboxylate