N-Methyl-3,4-dichlorobenzylamine

Base Information

• Chemical Name: N-Methyl-3,4-dichlorobenzylamine
• CAS No.: 5635-67-6
• Molecular Formula: C8H9Cl2N
• Molecular Weight: 190.072
• Hs Code.: 2921499090
• European Community (EC) Number: 820-677-3
• DSSTox Substance ID: DTXSID70204896
• Nikkaji Number: J267.169G
• Wikidata: Q72465659
• ChEMBL ID: CHEMBL1178112
• Mol file: 5635-67-6.mol

Synonyms:5635-67-6;(3,4-Dichlorobenzyl)methylamine;N-Methyl-3,4-dichlorobenzylamine;1-(3,4-dichlorophenyl)-N-methylmethanamine;n-(3,4-dichlorobenzyl)-n-methylamine;Benzenemethanamine, 3,4-dichloro-N-methyl-;CHEMBL1178112;MFCD00013624;[(3,4-dichlorophenyl)methyl](methyl)amine;(3,4-dichlorophenyl)-N-methylmethanamine;1-(3,4-dichlorophenyl)-N-methyl-methanamine;SCHEMBL298380;DTXSID70204896;(3,4-dichlorobenzyl)-methylamine;HMS1718D12;(3,4-dichlorobenzyl)(methyl)amine;BDBM50461988;AKOS000264043;AC-7265;CS-W002093;N-Methyl-3,4-dichlorobenzenemethanamine;AS-33229;SY005449;1-(34-Dichlorophenyl)-N-methylmethanamine;AM20050506;FT-0635793;EN300-07964;Z56963342

Chemical Property of N-Methyl-3,4-dichlorobenzylamine

Chemical Property:

• Vapor Pressure: 0.0332mmHg at 25°C
• Boiling Point: 242.832 °C at 760 mmHg
• PKA: 8.77±0.10(Predicted)
• Flash Point: 100.661 °C
• PSA: 12.03000
• Density: 1.226g/cm³
• LogP: 3.10370
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 189.0112047
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98%,99%, ^*data from raw suppliers

(3,4-Dichlorobenzyl)methylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC1=CC(=C(C=C1)Cl)Cl

Technology Process of N-Methyl-3,4-dichlorobenzylamine

There total 7 articles about N-Methyl-3,4-dichlorobenzylamine 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: 70.0%

3,4-dichlorobenzaldehyde (6287-38-3) + methylamine (74-89-5) → (3,4-dichlorobenzyl)(methyl)amine (5635-67-6)

Guidance literature:

3,4-dichlorobenzaldehyde; methylamine; In ethanol; 1,2-dichloro-ethane; for 3h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In ethanol; 1,2-dichloro-ethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.05.011

Reference yield:

(3,4-dichloro-benzylidene)-methyl-amine (17947-66-9) → (3,4-dichlorobenzyl)(methyl)amine (5635-67-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Heating;

DOI:10.1021/jm00375a005

Reference yield:

2,4-dichlorobenzaldeyhde (874-42-0) → (3,4-dichlorobenzyl)(methyl)amine (5635-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl, KHCO₃ / ethanol; H₂O

2: LiAlH₄ / diethyl ether / 2 h / Heating

With lithium aluminium tetrahydride; hydroxylamine hydrochloride; potassium hydrogencarbonate; In diethyl ether; ethanol; water;

DOI:10.1021/jm00375a005

upstream raw materials:

3,4-dichloro-N-methylbenzamide

(3,4-dichloro-benzylidene)-methyl-amine

methylamine hydrochloride

3,4-dichlorobenzaldehyde

Downstream raw materials:

C₉H₈Cl₃NO

3-[(3,4-Dichloro-benzyl)-methyl-amino]-1-phenyl-propan-1-one

N-(3,4-dichlorobenzyl)-7-(4-fluorophenyl)-5-(2-hydroxyethyl)-N-methyl-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxamide

N-(3,4-dichlorobenzyl)-5-(3-(dimethylamino)propyl)-7-(4-fluorophenyl)-N-methyl-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxamide

Refernces

• 1、 Holzgrabe, Ulrike. "Oxidations with Cerium(IV) Sulfate: Intramolecular Cyclization of N-Benzyl-&β-aminoketones Yielding 4-Benzoyl-1,2,3,4-tetrahydroisoquinolines". . p. 647 - 654. Retrieved 2007/10/02.
• 2、 Elslager, Edward F.,Johnson, Judith L.,Werbel, Leslie M.. "Folate Antagonists. 18. Synthesis and Antimalarial Effects of N6-(Arylmethyl)-N6-methyl-2,4,6-pteridinetriamines and Related N6,N6-Disubstituted 2,4,6-Pteridinetriamines". . p. 140 - 145. Retrieved 2007/10/02.