5-Chloro-2-(pyrrolidin-1-yl)aniline

Base Information

• Chemical Name: 5-Chloro-2-(pyrrolidin-1-yl)aniline
• CAS No.: 59504-29-9
• Molecular Formula: C10H13ClN2
• Molecular Weight: 196.68
• Hs Code.: 2933990090
• NSC Number: 142164
• DSSTox Substance ID: DTXSID40974918
• ChEMBL ID: CHEMBL1618761
• Mol file: 59504-29-9.mol

Synonyms:59504-29-9;5-chloro-2-(pyrrolidin-1-yl)aniline;5-chloro-2-pyrrolidin-1-ylaniline;5-CHLORO-2-(1-PYRROLIDINYL)ANILINE;(5-chloro-2-pyrrolidin-1-ylphenyl)amine;5-chloro-2-pyrrolidin-1-ylaniline hydrochloride;NSC142164;5-Chloro-2-pyrrolidin-1-yl-phenylamine;SCHEMBL360377;CHEMBL1618761;DTXSID40974918;MFCD04971012;STK347097;AKOS000103595;NSC-142164;BS-38283;FT-0702485;EN300-35516;diethyl2-((4-bromophenylamino)methylene)malonate;F2167-4683

Chemical Property of 5-Chloro-2-(pyrrolidin-1-yl)aniline

Chemical Property:

• Vapor Pressure: 4.83E-05mmHg at 25°C
• Boiling Point: 349°C at 760 mmHg
• Flash Point: 164.9°C
• PSA: 29.26000
• Density: 1.243g/cm³
• LogP: 3.16860
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.0767261
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

(5-chloro-2-pyrrolidin-1-ylphenyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2=C(C=C(C=C2)Cl)N

Technology Process of 5-Chloro-2-(pyrrolidin-1-yl)aniline

There total 3 articles about 5-Chloro-2-(pyrrolidin-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:

5-chloro-2-(1-pyrrolidinyl)nitrobenzene (41173-36-8) → 5-chloro-2-(pyrrolidin-1-yl)aniline (59504-29-9)

Guidance literature:

With iron; acetic acid; In ethanol; water; Reflux;

DOI:10.1021/acs.joc.0c01806

Reference yield:

2-fluoro-5-chloronitrobenzene (345-18-6) → 5-chloro-2-(pyrrolidin-1-yl)aniline (59504-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dimethyl sulfoxide / 120 °C

2: acetic acid; iron / ethanol; water / Reflux

With iron; potassium carbonate; acetic acid; In ethanol; water; dimethyl sulfoxide;

DOI:10.1021/acs.joc.0c01806

Reference yield:

→ 5-chloro-2-(pyrrolidin-1-yl)aniline (59504-29-9)

Guidance literature:

N-(2-Nitro-4-chlor-phenyl)-pyrrolidin, Sn, konz. HCl, 100grad, 40 min, Red.;

DOI:10.1021/ja01477a038

upstream raw materials:

5-chloro-2-(1-pyrrolidinyl)nitrobenzene

2-fluoro-5-chloronitrobenzene

Refernces

• 1、 Yang, Shuo,An, Xiao-De,Qiu, Bin,Liu, Rui-Bin,Xiao, Jian. "Access to Polycyclic Indole-3,4-Fused Nine-Membered Ring via Cascade 1,6-Hydride Transfer/Cyclization". supporting information. p. 9100 - 9105. Retrieved 2021/11/24.