N-methyl-N-(2-pyridylmethyl)aniline

Base Information

• Chemical Name: N-methyl-N-(2-pyridylmethyl)aniline
• CAS No.: 31309-58-7
• Molecular Formula: C₁₃H₁₄N₂
• Molecular Weight: 198.268
• Mol file: 31309-58-7.mol

Synonyms:N-methyl-N-(2-pyridylmethyl)aniline;SCHEMBL10361593;XOLSIGGJYPHQCQ-UHFFFAOYSA-N

Chemical Property of N-methyl-N-(2-pyridylmethyl)aniline

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CC1=CC=CC=N1)C2=CC=CC=C2

Technology Process of N-methyl-N-(2-pyridylmethyl)aniline

There total 12 articles about N-methyl-N-(2-pyridylmethyl)aniline 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: 100.0%

pyridine-2-carbaldehyde (1121-60-4) + N-methylaniline (100-61-8) → N-methyl-N-((pyridine-2-yl)methyl)benzeneamine (31309-58-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 18 ℃; for 2h; Solvent; Green chemistry;

DOI:10.1039/c3gc40359a

Reference yield: 79.0%

(N-methylanilino)acetonitrile (36602-08-1) + acetylene (74-86-2,25067-58-7) → N-methyl-N-((pyridine-2-yl)methyl)benzeneamine (31309-58-7)

Guidance literature:

With cobaltocene; In tetrahydrofuran; at 150 - 155 ℃; for 3h; under 11400 Torr;

Reference yield: 67.0%

2-Hydroxymethylpyridine (586-98-1) + N-methylaniline (100-61-8) → N-methyl-N-((pyridine-2-yl)methyl)benzeneamine (31309-58-7)

Guidance literature:

With C₁₃H₁₆MnN₂O₃S⁽¹⁺⁾*Br^(1-); potassium tert-butylate; In toluene; at 140 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00131

upstream raw materials:

(N-methylanilino)acetonitrile

acetylene

2-chloromethylpyridine

N-methylaniline

Refernces

• 1、 Das, Kalicharan,Mondal, Avijit,Pal, Debjyoti,Srivastava, Hemant Kumar,Srimani, Dipankar. "Phosphine-Free Well-Defined Mn(I) Complex-Catalyzed Synthesis of Amine, Imine, and 2,3-Dihydro-1 H-perimidine via Hydrogen Autotransfer or Acceptorless Dehydrogenative Coupling of Amine and Alcohol". supporting information. p. 1815 - 1825. Retrieved 2019/04/30.
• 2、 Wang, Yang,Liu, Haixiong,Zhang, Xiaofeng,Zhang, Zilong,Huang, Deguang. "Experimental and mechanistic insights into copper(ii)-dioxygen catalyzed oxidative: N -dealkylation of N -(2-pyridylmethyl)phenylamine and its derivatives". . p. 9164 - 9168. Retrieved 2017/11/15.