Ethyl 6-Chloroindole-2-carboxylate

Base Information

• Chemical Name: Ethyl 6-Chloroindole-2-carboxylate
• CAS No.: 27034-51-1
• Molecular Formula: C11H10ClNO2
• Molecular Weight: 223.659
• Hs Code.: 2933998090
• European Community (EC) Number: 821-331-4
• DSSTox Substance ID: DTXSID80426709
• Nikkaji Number: J3.026.332D
• Wikidata: Q72452299
• ChEMBL ID: CHEMBL3622748
• Mol file: 27034-51-1.mol

Synonyms:27034-51-1;Ethyl 6-Chloroindole-2-carboxylate;6-chloroindole-2-carboxylic acid Ethyl ester;ethyl 6-chloro-1H-indole-2-carboxylate;1H-Indole-2-carboxylic acid, 6-chloro-, ethyl ester;CHEMBL3622748;MFCD03084731;6-chloro-1H-indole-2-carboxylic acid ethyl ester;SCHEMBL615882;DTXSID80426709;Ethyl6-Chloroindole-2-carboxylate;FSMZLIBWSAMADK-UHFFFAOYSA-N;ethyl 6-chloroindole-2 carboxylate;Ethyl-6-chloroindole-2-carboxylate;BCP27404;BDBM50123680;Ethyl 6-Chloroindole-2-Carboxylicate;AKOS009290670;AC-7286;CS-W005122;FS-2414;MB02586;SY005486;6-chlorindole-2-carboxylic acid ethyl ester;AM20080884;FT-0601330;6-chloro indole-2-carboxylic acid ethyl ester;AP-283/40634148;J-016653;J-521182

Chemical Property of Ethyl 6-Chloroindole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 169-171 °C
• Refractive Index: 1.63
• Boiling Point: 374.999 °C at 760 mmHg
• PKA: 14.11±0.30(Predicted)
• Flash Point: 180.594 °C
• PSA: 42.09000
• Density: 1.329 g/cm³
• LogP: 2.99800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 223.0400063
• Heavy Atom Count: 15
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

6-Chloroindole-2-carboxylicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 6-Chloroindole-2-carboxylate

There total 21 articles about Ethyl 6-Chloroindole-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: 85.0%

2-oxo-propionic acid ethyl ester (617-35-6) + m-chlorophenylhydrazine hydrochloride (2312-23-4) → ethyl 6-chloro-1H-indole-2-carboxylate (27034-51-1)

Guidance literature:

With bismuth(III) nitrate; PPA; In methanol; for 2h; Reflux;

DOI:10.1080/00397910802656059

Reference yield: 71.0%

(Z)-2-Azido-3-(4-chloro-phenyl)-acrylic acid ethyl ester → ethyl 6-chloro-1H-indole-2-carboxylate (27034-51-1)

Guidance literature:

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

DOI:10.1039/c4ra02158d

Reference yield: 62.7%

ethyl (Z)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate (132165-55-0) → ethyl 6-chloro-1H-indole-2-carboxylate (27034-51-1)

Guidance literature:

With potassium carbonate; In water; toluene; at 80 ℃; for 16h;

DOI:10.1021/acs.orglett.6b01592

upstream raw materials:

6-chloro-1H-indole-2-carboxylic acid

ethanol

ethyl (Z)-2-azido-3-(4-chlorophenyl)acrylate

3-(4-chloro-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester

Downstream raw materials:

Ethyl 6-chloro-1-phenylindole-2-carboxylate

6-chloro-1H-indole-2-carboxylic acid

ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate

(6-chloro-1H-indol-2-yl)methanol