4-[(4-Amino-2-chlorophenyl)methyl]-3-chloroaniline

Base Information

• Chemical Name: 4-[(4-Amino-2-chlorophenyl)methyl]-3-chloroaniline
• CAS No.: 17096-29-6
• Molecular Formula: C13H12 Cl2 N2
• Molecular Weight: 267.15
• DSSTox Substance ID: DTXSID60168978
• Nikkaji Number: J120.064J
• Wikidata: Q83038597
• Mol file: 17096-29-6.mol

Synonyms:17096-29-6;4-[(4-amino-2-chlorophenyl)methyl]-3-chloroaniline;Benzenamine, 4,4'-methylenebis(3-chloro-;4-[(4-AMINO-2-CHLORO-PHENYL)METHYL]-3-CHLORO-ANILINE;4,4'-methylenebis(3-chloroaniline);SCHEMBL352023;DTXSID60168978;AKOS015960537;AC-11567

Chemical Property of 4-[(4-Amino-2-chlorophenyl)methyl]-3-chloroaniline

Chemical Property:

• Boiling Point: 451.6°Cat760mmHg
• Flash Point: 226.9°C
• PSA: 52.04000
• Density: 1.354g/cm³
• LogP: 4.91100
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 266.0377538
• Heavy Atom Count: 17
• Complexity: 226

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Cl)CC2=C(C=C(C=C2)N)Cl

Technology Process of 4-[(4-Amino-2-chlorophenyl)methyl]-3-chloroaniline

There total 5 articles about 4-[(4-Amino-2-chlorophenyl)methyl]-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: 69.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + 3-chloro-aniline (108-42-9) → 4,4'-methylenebis(3-chloroaniline) (17096-29-6)

Guidance literature:

With ammonium iodide; In water; at 140 ℃; for 16h; regioselective reaction; Sealed tube;

DOI:10.1039/c5ob01679g

Reference yield: 7.0%

3-chloroaniline hydrochloride (141-85-5) + N-((1H-benzo[d][1,2,3]triazol-1-yl)methyl)-3-chloroaniline (62001-31-4) → 4,4'-methylenebis(3-chloroaniline) (17096-29-6) + 4-Benzotriazol-1-ylmethyl-3-chloro-phenylamine (129075-91-8)

Guidance literature:

In methanol; water; for 3h; Heating;

DOI:10.1055/s-1990-26873

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-chloro-aniline (108-42-9) → 4,4'-methylenebis(3-chloroaniline) (17096-29-6)

Guidance literature:

With hydrogenchloride; ethanol; water;

DOI:10.1039/jr9550000083

upstream raw materials:

bis-(2-chloro-4-nitro-phenyl)-methane

formaldehyd

3-chloro-aniline

3-chloroaniline hydrochloride

Refernces

• 1、 -. "Substituted p,p'-methylene-bis-anilines". . . Retrieved 2008/06/13.