2,6-Dichloro-3-methylaniline

Base Information

• Chemical Name: 2,6-Dichloro-3-methylaniline
• CAS No.: 64063-37-2
• Molecular Formula: C7H7 Cl2 N
• Molecular Weight: 176.045
• Hs Code.: 2921420090
• European Community (EC) Number: 264-649-3
• UNII: T7QD52545O
• DSSTox Substance ID: DTXSID7044710
• Nikkaji Number: J236.397F
• Wikidata: Q27289778
• ChEMBL ID: CHEMBL3184053
• Mol file: 64063-37-2.mol

Synonyms:2,6-Dichloro-3-methylaniline;64063-37-2;Benzenamine, 2,6-dichloro-3-methyl-;2,6-dichloro-3-methylphenylamine;2,6-Dichloro-m-toluidine;UNII-T7QD52545O;DTXSID7044710;2,6-Dichloro-3-methylbenzenamine;T7QD52545O;EINECS 264-649-3;MFCD00007676;2,6-dichloro-3-methyl-aniline;2, 6-Dichloro-3-Methylaniline;3-Amino-2,4-dichlorotoluene;2,6-dichloro-3-methyl aniline;SCHEMBL1638904;CHEMBL3184053;DTXCID5024710;AMY14633;BCP12674;Tox21_302255;AKOS000120231;DS-1645;PS-3506;NCGC00256029-01;AC-18002;SY005706;CAS-64063-37-2;FT-0610617;EN300-20262;I10185;A834627;W-104862;Q27289778

Chemical Property of 2,6-Dichloro-3-methylaniline

Chemical Property:

• Appearance/Colour: white powder.
• Vapor Pressure: 0.0365mmHg at 25°C
• Melting Point: 37-40 ºC
• Refractive Index: 1.5690 (estimate)
• Boiling Point: 241.1 °C at 760 mmHg
• PKA: 0.83±0.10(Predicted)
• Flash Point: 99.6 °C
• PSA: 26.02000
• Density: 1.334 g/cm³
• LogP: 3.46520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 174.9955546
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloro-3-methylaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)Cl)N)Cl
• Uses: 2,6-Dichloro-3-methylaniline is a reagent used in the synthesis of Meclofenamic Acid

Technology Process of 2,6-Dichloro-3-methylaniline

There total 9 articles about 2,6-Dichloro-3-methylaniline 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: 90.0%

2,6-Dichloro-3-methyldiacetanilide (139553-65-4) → 2,6-dichloro-3-methylaniline (64063-37-2)

Guidance literature:

With hydrogenchloride; In acetic acid;

DOI:10.1016/S0040-4020(01)80400-2

Reference yield: 87.0%

5-amino-4,6-dichloro-toluene-2-sulfonic acid amide (857003-78-2) → 2,6-dichloro-3-methylaniline (64063-37-2)

Guidance literature:

With sulfuric acid; at 190 ℃; for 3h;

DOI:10.1002/jlcr.2580341205

Reference yield:

3-Methyl-2,4,6-trichloroaniline (5400-76-0) → 2,6-dichloro-3-methylaniline (64063-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₃SO₃H / Heating

2: sodium formate / 5percent Pd/C / acetonitrile / 24 h / Heating

3: 90 percent / aq. HCl / acetic acid

With hydrogenchloride; methanesulfonic acid; sodium formate; palladium on activated charcoal; In acetic acid; acetonitrile;

DOI:10.1016/S0040-4020(01)80400-2

upstream raw materials:

5-amino-4,6-dichloro-toluene-2-sulfonic acid amide

2,6-Dichloro-3-methyldiacetanilide

1,3-bis-(2,6-dichloro-3-methyl-phenyl)-1H-quinazoline-2,4-dione

3-Methyl-2,4,6-trichloroaniline

Downstream raw materials:

2-(2,6-Dichlor-3-methyl-anilinomethyl)-anilin

2-(2,6-Dichlor-3-methyl-phenylcarbamoyl)-anilin

N-(3-(((2,6-dichloro-3-methylphenyl)amino)sulfonyl)-1H-1,2,4-triazol-5-yl)amine

3,4-dichloro-1-(2,6-dichloro-3-methylphenyl)-1H-pyrrole-2,5-dione

Refernces

• 1、 McKendry,Stanga. "New processes for the synthesis of 2,6-dichloro-3- methylaniline-Ph-UL-14C and methyl 6-chloroanthranilate-Ph-UL-14C". . p. 1157 - 1164. Retrieved 2007/10/02.
• 2、 Pews,Hunter,Wehmeyer. "A novel synthesis of 2,6-disubstituted and 2,3,6-trisubstituted anilines". . p. 7191 - 7194. Retrieved 2007/10/02.