2,4-Dichloro-6-(3,4,5-Trichloro-1h-Pyrrol-2yl)phenol

Base Information

• Chemical Name: 2,4-Dichloro-6-(3,4,5-Trichloro-1h-Pyrrol-2yl)phenol
• CAS No.: 69640-38-6
• Molecular Formula: C10H4 Cl5 N O
• Molecular Weight: 331.413
• DSSTox Substance ID: DTXSID90219907
• Wikidata: Q27461347
• ChEMBL ID: CHEMBL1738815
• Mol file: 69640-38-6.mol

Synonyms:pentachloropseudilin

Chemical Property of 2,4-Dichloro-6-(3,4,5-Trichloro-1h-Pyrrol-2yl)phenol

Chemical Property:

• Vapor Pressure: 1.45E-08mmHg at 25°C
• Boiling Point: 445.9°C at 760 mmHg
• Flash Point: 223.5°C
• Density: 1.733g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 330.870602
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C2=C(C(=C(N2)Cl)Cl)Cl)O)Cl)Cl

Technology Process of 2,4-Dichloro-6-(3,4,5-Trichloro-1h-Pyrrol-2yl)phenol

There total 11 articles about 2,4-Dichloro-6-(3,4,5-Trichloro-1h-Pyrrol-2yl)phenol 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: 79.0%

2,3,4-trichloro-5-(3,5-dichloro-2-methoxyphenyl)-1H-pyrrole (69640-34-2) → 2,4-dichloro-6-(3,4,5-trichloro-1H-pyrrol-2-yl)phenol (69640-38-6)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 2h;

DOI:10.1002/anie.200903743

Reference yield: 46.0%

2-(3,5-Dichlor-2-hydroxyphenyl)-1H-pyrrol (121789-62-6) → 2,4-dichloro-6-(3,4,5-trichloro-1H-pyrrol-2-yl)phenol (69640-38-6)

Guidance literature:

With N-chloro-succinimide; at -40 - 0 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201900353

Reference yield:

2-(3,5-dichloro-2-methoxyphenyl)-1H-pyrrole (69640-33-1) → 2,4-dichloro-6-(3,4,5-trichloro-1H-pyrrol-2-yl)phenol (69640-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chloro-succinimide

2: boron tribromide

With N-chloro-succinimide; boron tribromide;

upstream raw materials:

2,3,4-trichloro-5-(3,5-dichloro-2-methoxyphenyl)-1H-pyrrole

2-(3,5-dichloro-2-methoxyphenyl)-1H-pyrrole

N-(3,5-dichloro-2-methoxybenzylidene)-4-methylbenzenesulfonamide

3,5-dichlorosalicyclaldehyde

Refernces

• 1、 Martin, Rene,Risacher, Celia,Barthel, Andre,Jaeger, Anne,Schmidt, Arndt W.,Richter, Sabine,Boehl, Markus,Preller, Matthias,Chinthalapudi, Krishna,Manstein, Dietmar J.,Gutzeit, Herwig O.,Knoelker, Hans-Joachim. "Silver(I)-catalyzed route to pyrroles: Synthesis of halogenated pseudilins as allosteric inhibitors for myosin atpase and x-ray crystal structures of the protein-inhibitor complexes". . p. 4487 - 4505. Retrieved 2014/08/05.
• 2、 Martin, Rene,Jaeger, Anne,Bohl, Markus,Richter, Sabine,Fedorov, Roman,Manstein, Dietmar J.,Gutzeit, Herwig O.,Knolker, Hans-Joachim. "Total synthesis of pentabromo- and pentachloropseudilin, and synthetic analogues-allosteric inhibitors of myosin ATPase". scheme or table. p. 8042 - 8046. Retrieved 2010/01/16.