4-(2-Amino-3-chlorophenyl)pyrrole

Base Information

• Chemical Name: 4-(2-Amino-3-chlorophenyl)pyrrole
• CAS No.: 75102-75-9
• Molecular Formula: C10H9 Cl N2
• Molecular Weight: 192.648
• DSSTox Substance ID: DTXSID90226075
• Nikkaji Number: J330.635F
• Wikidata: Q27158717
• Mol file: 75102-75-9.mol

Synonyms:4-(2-amino-3-chlorophenyl)pyrrole;4-ACPP

Chemical Property of 4-(2-Amino-3-chlorophenyl)pyrrole

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Boiling Point: 366.8°C at 760 mmHg
• Flash Point: 175.7°C
• PSA: 41.81000
• Density: 1.308g/cm³
• LogP: 3.49850
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 192.0454260
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)N)C2=CNC=C2

Technology Process of 4-(2-Amino-3-chlorophenyl)pyrrole

There total 5 articles about 4-(2-Amino-3-chlorophenyl)pyrrole 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: 80.0%

2-chloro-6-(1-(triisopropylsilyl)-1H-pyrrol-3-yl)aniline (1126425-86-2) → 3-(3'-chloro-2'-aminophenyl)pyrrole (75102-75-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Darkness;

DOI:10.1021/ol8026957

Reference yield:

3-(2'-aminophenyl)pyrrole (78599-49-2) → 3-(3'-chloro-2'-aminophenyl)pyrrole (75102-75-9) + 3-(5'-chloro-2'-aminophenyl)pyrrole + 3-(3'-chloro-2'-aminophenyl)-5-chloropyrrole + 3-(5'-chloro-2'-aminophenyl)-5-chloropyrrole

Guidance literature:

With tryptophan 7-halogenase (recombinant P_. fluorescens BL₉₁₅); sodium chloride; flavin reductase; In phosphate buffer; at 30 ℃; for 16h; pH=7.2; Further byproducts.; Enzymatic reaction;

DOI:10.1002/1615-4169(200108)343:6/7<591::AID-ADSC591>3.0.CO;2-E

Reference yield:

2-chloro-6-iodobenzoic acid (13420-63-8) → 3-(3'-chloro-2'-aminophenyl)pyrrole (75102-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 1 h / 60 °C / Inert atmosphere

1.2: 42 h / 20 °C / Inert atmosphere

1.3: 16 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

With sulfuric acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1.3: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.orglett.0c00098

upstream raw materials:

7-chloro-D/L-tryptophan

3-(2'-aminophenyl)pyrrole

2-chloro-6-(1-(triisopropylsilyl)-1H-pyrrol-3-yl)aniline

2-chloro-6-iodoaniline