2-(Aminomethyl)-3,4-dichloroaniline

Base Information

• Chemical Name: 2-(Aminomethyl)-3,4-dichloroaniline
• CAS No.: 147249-42-1
• Molecular Formula: C7H8Cl2N2
• Molecular Weight: 191.06
• DSSTox Substance ID: DTXSID10409449
• Wikidata: Q72439420
• Mol file: 147249-42-1.mol

Synonyms:147249-42-1;2-(aminomethyl)-3,4-dichloroaniline;2-aminomethyl-3,4-dichlorophenylamine;2-Aminomethyl-3,4-Dichloro-Phenylamine;Benzenemethanamine, 6-amino-2,3-dichloro-;(6-Amino-2,3-dichlorobenzyl)amine;SCHEMBL2834244;2-amino-5,6-dichlorobenzylamine;DTXSID10409449;AUPHGODJXYLKQK-UHFFFAOYSA-N;AKOS006275043;2-Aminomethyl-3,4-Dichloro Phenylamine;(6-?Amino-?2,?3-?dichlorobenzyl)?amine;FT-0760583;A808625

Chemical Property of 2-(Aminomethyl)-3,4-dichloroaniline

Chemical Property:

• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.637
• Boiling Point: 337.6 °C at 760 mmHg
• PKA: 8.76±0.10(Predicted)
• Flash Point: 158 °C
• PSA: 52.04000
• Density: 1.408 g/cm³
• LogP: 3.31580
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.0064537
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

98%min ^*data from raw suppliers

(6-?Amino-?2,?3-?dichlorobenzyl)?amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1N)CN)Cl)Cl
• Uses: (6-?Amino-?2,?3-?dichlorobenzyl)?amine is a reagent used in the synthesis of 3-Hydroxyanagrelide a derivative of Anagrelide (A637300), a drug used in the treatment of thrombocythemia.

Technology Process of 2-(Aminomethyl)-3,4-dichloroaniline

There total 4 articles about 2-(Aminomethyl)-3,4-dichloroaniline 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: 96.0%

2,3-dichloro-6-nitrobenzylamine hydrochloride + tin(II)chloride dihydrate → 6-amino-2,3-dichlorobenzylamine (147249-42-1)

Guidance literature:

With sodium hydroxide; In hydrogenchloride; dichloromethane; water;

Reference yield: 72.0%

2,3-dichloro-6-aminobenzonitrile (147249-41-0) → 6-amino-2,3-dichlorobenzylamine (147249-42-1)

Guidance literature:

With potassium borohydride; trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2007.10.080

Reference yield: 72.0%

2,3-dichloro-6-nitrobenzylamine hydrochloride → 6-amino-2,3-dichlorobenzylamine (147249-42-1)

Guidance literature:

With hydrogenchloride; tin(II) chloride dihdyrate; In water; at 45 ℃; for 2h;

DOI:10.3987/COM-12-S(N)115

upstream raw materials:

2,3-dichloro-6-aminobenzonitrile

2,3-dichloro-6-nitrobenzonitrile

Downstream raw materials:

2-amino-5,6-dichloro-3,4-dihydroquinazoline hydrogen bromide

RL 603

C₁₄H₁₅Cl₂N₃O₃

Refernces

• 1、 Peters, Jens-Uwe,Luebbers, Thomas,Alanine, Alexander,Kolczewski, Sabine,Blasco, Francesca,Steward, Lucinda. "Cyclic guanidines as dual 5-HT5A/5-HT7 receptor ligands: Structure-activity relationship elucidation". . p. 256 - 261. Retrieved 2008/12/23.
• 2、 Trinka,Slegel,Reiter. "A convenient synthesis of ethyl (2-amino-5,6-dichlorobenzyl)glycinate". . p. 675 - 678. Retrieved 2007/10/03.