N,N-dibenzyl-2-iodoaniline

Base Information

• Chemical Name: N,N-dibenzyl-2-iodoaniline
• CAS No.: 1308865-49-7
• Molecular Formula: C₂₀H₁₈IN
• Molecular Weight: 399.274
• Mol file: 1308865-49-7.mol

Synonyms:N,N-dibenzyl-2-iodoaniline

Chemical Property of N,N-dibenzyl-2-iodoaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-dibenzyl-2-iodoaniline

There total 6 articles about N,N-dibenzyl-2-iodoaniline 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%

2-iodophenylamine (615-43-0) + benzyl bromide (100-39-0) → N,N-dibenzyl-2-iodoaniline (1308865-49-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 48h;

DOI:10.1021/ja309580a

Reference yield: 87.0%

N-benzyl-N-(2-iodophenyl)benzamide (1028196-25-9) → N,N-dibenzyl-2-iodoaniline (1308865-49-7)

Guidance literature:

With dimethylsulfide borane complex; In toluene; at 60 ℃; Inert atmosphere;

DOI:10.1021/ol201160s

Reference yield:

benzaldehyde (100-52-7) → N,N-dibenzyl-2-iodoaniline (1308865-49-7)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid / methanol / 0.5 h / 20 °C / Inert atmosphere

2: sodium cyanoborohydride / methanol / 16 h / 0 - 20 °C / Inert atmosphere

3: pyridine / acetonitrile / 0 °C / Inert atmosphere; Reflux

4: dimethylsulfide borane complex / toluene / 60 °C / Inert atmosphere

With pyridine; dimethylsulfide borane complex; sodium cyanoborohydride; acetic acid; In methanol; toluene; acetonitrile;

DOI:10.1021/ol201160s

upstream raw materials:

N-benzyl-N-(2-iodophenyl)benzamide

2-iodophenylamine

2-iodo-N-(phenylmethylene)-benzenamine

benzaldehyde

Downstream raw materials:

5-benzyl-5,6-dihydrophenanthridine

N,N-dibenzyl-2-(phenylethynyl)aniline

1,3-dibenzyl-2-phenyl-1H-indole

(E)-4-(2-(dibenzylamino)phenyl)but-3-en-2-one

Refernces

• 1、 Zhang, Heng,Huang, Xueliang. "Ligand-Free Heck Reactions of Aryl Iodides: Significant Acceleration of the Rate through Visible Light Irradiation at Ambient Temperature". supporting information. p. 3736 - 3742. Retrieved 2016/12/16.
• 2、 Chen, Yan-Yan,Chen, Jia-Hua,Zhang, Niu-Niu,Ye, Lin-Miao,Zhang, Xue-Jing,Yan, Ming. "A new synthesis of indoles via intramolecular cyclization of ο-alkynyl N,N-dialkylanilines promoted by KOt-Bu/DMSO". supporting information. p. 478 - 481. Retrieved 2015/04/27.