2-iodo-N-methylaniline

Base Information

• Chemical Name: 2-iodo-N-methylaniline
• CAS No.: 57056-93-6
• Molecular Formula: C7H8IN
• Molecular Weight: 233.052
• DSSTox Substance ID: DTXSID10452652
• Nikkaji Number: J702.903I
• Wikidata: Q82273409
• Mol file: 57056-93-6.mol

Synonyms:2-iodo-N-methylaniline;57056-93-6;N-methyl-2-iodoaniline;2-iodo N-methyl aniline;SCHEMBL6401;N-(2-iodophenyl)-N-methylamine;DTXSID10452652;MFCD11177889;AKOS009048170;EN300-58707;10.14272/WSLMOORTNOTZCO-UHFFFAOYSA-N.1;doi:10.14272/WSLMOORTNOTZCO-UHFFFAOYSA-N.1

Chemical Property of 2-iodo-N-methylaniline

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 232.97015
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=CC=C1I

Technology Process of 2-iodo-N-methylaniline

There total 20 articles about 2-iodo-N-methylaniline 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: 99.0%

2-iodophenylamine (615-43-0) + methyl iodide (74-88-4) → N-methyl-2-iodoaniline (57056-93-6)

Guidance literature:

With methyllithium; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1002/anie.201507883

Reference yield: 92.0%

N-(2-iodophenyl)-N-methyl-4-nitrobenzenesulfonamide (900537-30-6) + mercaptoacetic acid (68-11-1) → 2-(4-nitrophenylthio)acetic acid (3406-75-5) + N-methyl-2-iodoaniline (57056-93-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tet.2006.03.104

Reference yield: 91.0%

N-(2-iodoanilinomethyl)succinimide (172984-02-0) → N-methyl-2-iodoaniline (57056-93-6)

Guidance literature:

In dimethyl sulfoxide; at 100 ℃; for 0.5h;

DOI:10.3987/COM-95-7177

upstream raw materials:

2-iodophenylamine

dimethyl sulfate

N-formyl-2-iodoaniline

N-(2-iodoanilinomethyl)succinimide

Downstream raw materials:

N-(2-iodophenyl)-N-methylacetamide

2-[(2-Iodo-phenyl)-methyl-amino]-1-(4-trifluoromethyl-phenyl)-ethanone

N-(2-iodophenyl)-3-methoxy-N-methylbenzamide

1-methyl-3-(phenylmethyl)-1H-indole

Refernces

• 1、 Chung, Hyunho,Kim, Jeongyun,Gonzalez-Montiel, Gisela A.,Cheong, Paul Ha-Yeon,Lee, Hong Geun. "Modular counter-Fischer?indole synthesis through radical-enolate coupling". supporting information. p. 1096 - 1102. Retrieved 2021/01/26.
• 2、 Chen, Yulong,Xu, Wei,Xie, Xin,Pei, Miaomiao,Lu, Mingduo,Wang, Yaotong,Liu, Yuanhong. "Gold-catalyzed spirocyclization of furan-ynones and unexpected skeleton rearrangement of the resulting spirohydrofurans". supporting information. p. 1090 - 1095. Retrieved 2021/02/01.