2-Methoxy-N-methyl-N-nitrosobenzenamine

Base Information

• Chemical Name: 2-Methoxy-N-methyl-N-nitrosobenzenamine
• CAS No.: 20451-54-1
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• DSSTox Substance ID: DTXSID701277716
• Nikkaji Number: J3.393.803I
• Mol file: 20451-54-1.mol

Synonyms:2-Methoxy-N-methyl-N-nitrosobenzenamine;20451-54-1;DTXSID701277716

Chemical Property of 2-Methoxy-N-methyl-N-nitrosobenzenamine

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1OC)N=O

Technology Process of 2-Methoxy-N-methyl-N-nitrosobenzenamine

There total 4 articles about 2-Methoxy-N-methyl-N-nitrosobenzenamine 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: 85.0%

methanol (67-56-1) + N-methyl-N-nitrosoaniline (614-00-6) → N-(2-methoxyphenyl)-N-methylnitrous amide (20451-54-1)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); [bis(acetoxy)iodo]benzene; at 30 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Sealed tube;

DOI:10.1021/jo501902d

Reference yield:

2-methoxy-N-methylaniline (10541-78-3) → N-(2-methoxyphenyl)-N-methylnitrous amide (20451-54-1)

Guidance literature:

With diethyl ether; sulfuric acid; sodium nitrite;

Reference yield:

2-methoxy-N-methylaniline (10541-78-3) + isopentyl nitrite (110-46-3) → N-(2-methoxyphenyl)-N-methylnitrous amide (20451-54-1)

Guidance literature:

With 4-(1,1-dimethylethyl)benzoic acid; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1039/c9cc04529e

upstream raw materials:

tetranitromethane

2-methoxy-N,N-dimethyl-benzenamine

2-methoxy-N-methylaniline

methanol

Downstream raw materials:

2-methoxy-N-methyl-4-nitro-N-nitroso-aniline

2-methoxy-N-methylaniline

7-methoxy-1-methyl-2,3-diphenyl-1H-indole

Refernces

• 1、 Shang, Yaping,Jonnada, Krishna,Yedage, Subhash Laxman,Tu, Hua,Zhang, Xiaofeng,Lou, Xin,Huang, Shijun,Su, Weiping. "Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy". supporting information. p. 9547 - 9550. Retrieved 2019/08/15.
• 2、 Chaudhary, Priyanka,Korde, Rishi,Gupta, Surabhi,Sureshbabu, Popuri,Sabiah, Shahulhameed,Kandasamy, Jeyakumar. "An Efficient Metal-Free Method for the Denitrosation of Aryl N-Nitrosamines at Room Temperature". supporting information. p. 556 - 561. Retrieved 2017/11/13.