2-(2-Dimethylaminoethoxy)-4-nitroanisole

Base Information

• Chemical Name: 2-(2-Dimethylaminoethoxy)-4-nitroanisole
• CAS No.: 170229-67-1
• Molecular Formula: C11H16N2O4
• Molecular Weight: 240.259
• DSSTox Substance ID: DTXSID10444779
• Wikidata: Q82263043
• Mol file: 170229-67-1.mol

Synonyms:2-(2-Dimethylaminoethoxy)-4-nitroanisole;170229-67-1;SCHEMBL1219905;DTXSID10444779;JYEQXKGFYKEUOA-UHFFFAOYSA-N;2-(Dimethylaminoethoxy)-4-nitroanisole;[2-(2-Methoxy-5-nitro-phenoxy)-ethyl]-dimethylamine;[2-(2-Methoxy-5-nitro-phenoxy)-ethyl]-dimethyl-amine

Chemical Property of 2-(2-Dimethylaminoethoxy)-4-nitroanisole

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 240.11100700
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC1=C(C=CC(=C1)[N+](=O)[O-])OC

Technology Process of 2-(2-Dimethylaminoethoxy)-4-nitroanisole

There total 1 articles about 2-(2-Dimethylaminoethoxy)-4-nitroanisole 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: 70.0%

5-nitroguaiacol (636-93-1) + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → 3-<2-(dimethylamino)ethoxy>-4-nitroanisole (170229-67-1)

Guidance literature:

With potassium carbonate; In water; acetone; for 10h; Heating;

DOI:10.1021/jm970457s

Reference yield: 98.0%

3-<2-(dimethylamino)ethoxy>-4-nitroanisole (170229-67-1) → 3-[2-(dimethylamino)ethoxy]-4-methoxyaniline (170229-68-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; under 2585.81 Torr;

Reference yield:

3-<2-(dimethylamino)ethoxy>-4-nitroanisole (170229-67-1) → N-<3-<2-(dimethylamino)ethoxy>-4-methoxyphenyl>aminoacetaldehyde dimethyl acetal (170691-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / 10 percent Pd/C / ethanol / Ambient temperature

2: 2.) H₂ / 2.) 10 percent Pd/C / 1.) MeOtBu, EtOH, RT, 16 h, 2.) MeOtBu, EtOH, RT, 7 h

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm970457s

upstream raw materials:

5-nitroguaiacol

(2-chloroethyl)dimethylamine hydrochloride

Downstream raw materials:

3-[2-(dimethylamino)ethoxy]-4-methoxyaniline

N-<3-<2-(dimethylamino)ethoxy>-4-methoxyphenyl>aminoacetaldehyde dimethyl acetal

SB 216641