5-chloro-2-(1H-pyrrol-1-yl)aniline

Base Information

• Chemical Name: 5-chloro-2-(1H-pyrrol-1-yl)aniline
• CAS No.: 15814-76-3
• Molecular Formula: C10H9ClN2
• Molecular Weight: 192.648
• European Community (EC) Number: 803-355-7
• Wikidata: Q107822353
• Mol file: 15814-76-3.mol

Synonyms:5-chloro-2-(1H-pyrrol-1-yl)aniline;15814-76-3;5-chloro-2-pyrrol-1-ylaniline;SCHEMBL11831650;BSNLODLNAJXRMB-UHFFFAOYSA-N;1-(2-amino-4-chlorophenyl)pyrrole;BBL032164;MFCD12165075;STL146729;1-(2-amino-4-chloro-phenyl) pyrrole;AKOS005720945;SB62912;VS-11034;CS-0237750;EN300-186728

Chemical Property of 5-chloro-2-(1H-pyrrol-1-yl)aniline

Chemical Property:

• Melting Point: 89 °C (hexane)
• PSA: 30.95000
• LogP: 3.29410
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 192.0454260
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-(1H-pyrrol-1-yl)aniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 5-chloro-2-(1H-pyrrol-1-yl)aniline

There total 10 articles about 5-chloro-2-(1H-pyrrol-1-yl)aniline 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: 86.0%

1-(4-chloro-2-nitrophenyl)-1H-pyrrole (15893-38-6) → 5-chloro-2-(1H-pyrrol-1-yl)aniline (15814-76-3)

Guidance literature:

With formic acid; zinc; In ethanol; at 80 ℃; for 2h;

DOI:10.1021/acs.joc.1c00371

Reference yield: 62.0%

pyrrole (109-97-7,30604-81-0) + 5-chloro-2-iodoaniline (6828-35-9) → 5-chloro-2-(1H-pyrrol-1-yl)aniline (15814-76-3)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201200106

Reference yield:

4-Chloro-2-nitroaniline (89-63-4) → 5-chloro-2-(1H-pyrrol-1-yl)aniline (15814-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / Heating

2: BiCl₃-NaBH₄ / ethanol

With bismuth(III) chloride; sodium tetrahydroborate; acetic acid; In ethanol; 1: Clauson-Kaas reaction;

DOI:10.1128/AAC.01306-05

upstream raw materials:

1-(4-chloro-2-nitrophenyl)-1H-pyrrole

4-Chloro-2-nitroaniline

pyrrole

5-chloro-2-iodoaniline

Downstream raw materials:

C₁₃H₁₁ClN₂O

2,2,2-trichloro-N-[5-chloro-2-(1H-pyrrol-1-yl)phenyl]acetamide

7-chloro-4-phenylpyrrolo[1,2-a]quinoxaline

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