N-(quinolin-2-ylmethyl)aniline

Base Information

• Chemical Name: N-(quinolin-2-ylmethyl)aniline
• CAS No.: 27114-21-2
• Molecular Formula: C₁₆H₁₄N₂
• Molecular Weight: 234.301
• Mol file: 27114-21-2.mol

Synonyms:N-(quinolin-2-ylmethyl)aniline

Chemical Property of N-(quinolin-2-ylmethyl)aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of N-(quinolin-2-ylmethyl)aniline

There total 9 articles about N-(quinolin-2-ylmethyl)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: 92.0%

N-(quinolin-2-ylmethylidene)aniline (5603-13-4) → N-(quinolin-2-ylmethyl)aniline (27114-21-2)

Guidance literature:

With [Mn(CO)₃Br(κ²N,N-PyCH₂NH₂)]; potassium tert-butylate; isopropyl alcohol; at 80 ℃; for 6h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201900314

Reference yield: 60.0%

quinoline 2-carbaldehyde (5470-96-2) + aniline (62-53-3) → N-(quinolin-2-ylmethyl)aniline (27114-21-2)

Guidance literature:

With C₂₂H₂₃N₂O₂S^(1-)*C₁₀H₁₅^(1-)*CF₃O₃S^(1-)*Ir⁽³⁺⁾; hydrogen; In isopropyl alcohol; at 25 ℃; for 0.5h; under 760.051 Torr; Autoclave; Glovebox;

DOI:10.1002/anie.201909919

Reference yield:

quinoline 2-carbaldehyde (5470-96-2) + aniline (62-53-3) → quinolin-2-ylmethanol (1780-17-2) + 1,2,3,4-tetrahydroquinolin-2-ylmethanol (63430-96-6,40971-36-6) + N-((1,2,3,4-tetrahydroquinolin-2-yl)methyl)aniline + N-(quinolin-2-ylmethyl)aniline (27114-21-2)

Guidance literature:

With C₁₃H₁₉N₂O₂S^(1-)*CF₃O₃S^(1-)*Ru⁽²⁺⁾*C₁₀H₁₄; hydrogen; In isopropyl alcohol; at 50 ℃; for 20h; under 38002.6 Torr; Autoclave; Glovebox;

DOI:10.1002/anie.201909919

upstream raw materials:

quinoline 2-carbaldehyde

aniline

N-(quinolin-2-ylmethylidene)aniline

2-methylquinoline

Refernces

• 1、 Chen, Ya,Pan, Yixiao,He, Yan-Mei,Fan, Qing-Hua. "Consecutive Intermolecular Reductive Amination/Asymmetric Hydrogenation: Facile Access to Sterically Tunable Chiral Vicinal Diamines and N-Heterocyclic Carbenes". supporting information. p. 16831 - 16834. Retrieved 2019/11/13.
• 2、 Rao,Jain,Anand,Srimal,Dua. "Agents acting on the central nervous system. 13. 2,3,4,4a,5,6-hexahydro-1(H)-pyrazino[1,2-a]quinolines. A new class of hypotensive agents.". . p. 516 - 522. Retrieved 2007/10/04.