2-(Aminomethyl)-3-chloroaniline

Base Information

• Chemical Name: 2-(Aminomethyl)-3-chloroaniline
• CAS No.: 109319-83-7
• Molecular Formula: C7H9 Cl N2
• Molecular Weight: 156.615
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID30547115
• Wikidata: Q82425141
• Mol file: 109319-83-7.mol

Synonyms:2-(Aminomethyl)-3-chloroaniline;109319-83-7;Benzenemethanamine, 2-amino-6-chloro-;SCHEMBL2833792;DTXSID30547115;AKOS011790559;CS-0284164;F87687;EN300-1255885

Chemical Property of 2-(Aminomethyl)-3-chloroaniline

Chemical Property:

• PSA: 52.04000
• LogP: 2.66240
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 156.0454260
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-6-chlorobenzylamine - 94% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Aminomethyl)-3-chloroaniline

There total 5 articles about 2-(Aminomethyl)-3-chloroaniline 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: 88.4%

2-amino-6-chlorobenzonitrile (6575-11-7) → 2-amino-6-chlorobenzylamine (109319-83-7)

Guidance literature:

2-amino-6-chlorobenzonitrile; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 - 30 ℃; for 1h; Heating / reflux;

With water; In tetrahydrofuran; at 0 - 10 ℃;

Reference yield:

2-Chlor-6-nitrobenzylamin (101252-73-7) → 2-amino-6-chlorobenzylamine (109319-83-7)

Guidance literature:

With nickel; In ethanol; Yield given; Ambient temperature;

DOI:10.1002/hlca.19860690816

Reference yield:

6-chloro-2-nitrotoluene (83-42-1) → 2-amino-6-chlorobenzylamine (109319-83-7)

Guidance literature:

Multi-step reaction with 4 steps

1: N-bromosuccinimide

2: dimethylformamide / 2 h / Ambient temperature

3: 1.) hydrazin-hydrate, 2.) HCl / 1.) MeOH, 1 h, reflux, 2.) H₂O, MeOH

4: Raney-Ni / ethanol / Ambient temperature

With hydrogenchloride; N-Bromosuccinimide; nickel; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19860690816

upstream raw materials:

2-Chlor-6-nitrobenzylamin

6-chloro-2-nitrotoluene

2-chloro-6-nitrobenzyl bromide

N-(2-Chlor-6-nitrobenzyl)phthalimid

Downstream raw materials:

tert-butyl 2-amino-6-chlorobenzylcarbamate

C₁₅H₁₉ClN₂O₃

C₁₀H₁₁ClN₂O

N-(2-((3-((1H-pyrrolo[2,3-b]pyridin-4-yl)methyl)thioureido)methyl)-3-chlorophenyl)acrylamide hydrochloride

Refernces

• 1、 -. "Pyrrolidine(thi)ones Substituted by Heterocyclic Substituents in The 3-Position". Page/Page column 16. . Retrieved 2009/01/20.