1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone

Base Information

• Chemical Name: 1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone
• CAS No.: 125328-76-9
• Molecular Formula: C10H7 Br Cl N O2
• Molecular Weight: 288.528
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60869711
• Mol file: 125328-76-9.mol

Synonyms:125328-76-9;1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone;5-Bromo-4-chloro-3-indoxyl-1-acetate;1-Acetyl-5-bromo-4-chloro-1H-indol-3-ol;1-(5-BROMO-4-CHLORO-3-HYDROXYINDOL-1-YL)ETHANONE;1H-Indol-3-ol, 1-acetyl-5-bromo-4-chloro-;X-1 acetate;N-Acetyl-5-bromo-4-chloro-3-hydroxy-1H-indole;1-(5-bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethan-1-one;X-1-ACETATE;SCHEMBL3282414;DTXSID60869711;DQYKDYVAYNNRER-UHFFFAOYSA-N;AMY27056;CS-M2393;5-Bromo-4-chloro-indoxyl-1-acetate;MFCD04972041;AKOS016007321;1-acetyl-5-bromo-4-chloro-indol-3-ol;AS-11173;DB-062365;N-acetyl-5-bromo-4-chloro-3-hydroxyindole;B-6000;B-6001;Ethanone, 1-(5-bromo-4-chloro-3-hydroxy-1H-indol-1-yl)-;Ethanone, 1-?(5-?bromo-?4-?chloro-?3-?hydroxy-?1H-?indol-?1-?yl)?-

Chemical Property of 1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone

Chemical Property:

• Vapor Pressure: 9.22E-08mmHg at 25°C
• Boiling Point: 423.2°C at 760 mmHg
• Flash Point: 209.8°C
• PSA: 42.23000
• Density: 1.77g/cm³
• LogP: 3.42290
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 286.93487
• Heavy Atom Count: 15
• Complexity: 276

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-4-chloro-3-indoxyl-1-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C=C(C2=C1C=CC(=C2Cl)Br)O

Technology Process of 1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone

There total 1 articles about 1-(5-Bromo-4-chloro-3-hydroxy-1H-indol-1-yl)ethanone 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: 98.0%

1-acetyl-5-bromo-4-chloro-3-indolyl acetate (3030-06-6) → 1-acetyl-5-bromo-4-chloro-3-hydroxyindole (125328-76-9)

Guidance literature:

With sulfuric acid; at 0 ℃; for 0.0333333h; Inert atmosphere;

DOI:10.1039/c9ra05797h

Reference yield: 96.0%

1-acetyl-5-bromo-4-chloro-3-hydroxyindole (125328-76-9) + 2,3-di-O-benzoyl-4,6-O-di-tert-butylsilylene-D-galactopyranosyl trichloroacetimidate → N-acetyl-5-bromo-4-chloroindoxyl 2,3-di-O-benzoyl-4,6-O-di-tert-butylsilylene-D-galactopyranoside

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Reagent/catalyst; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1039/c9ra05797h

Reference yield: 65.0%

1-acetyl-5-bromo-4-chloro-3-hydroxyindole (125328-76-9) + (E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid (2596-47-6,147677-05-2,34749-55-8) → N-acetyl-5-bromo-4-chloroindol-3-yl 4-O-acetyl-ferulate

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.molcatb.2016.01.012

upstream raw materials:

1-acetyl-5-bromo-4-chloro-3-indolyl acetate

Downstream raw materials:

5,5'-dibromo-4,4'-dichloro-1H,1'H-[2,2']biindolylidene-3,3'-dione

5-bromo-4-chloroindoxyl α-D-galactopyranoside