1,4-Dimethoxy-2-naphthylamine

Base Information

• Chemical Name: 1,4-Dimethoxy-2-naphthylamine
• CAS No.: 50885-06-8
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• DSSTox Substance ID: DTXSID60356257
• Nikkaji Number: J2.605.294G
• Wikidata: Q82135508
• Mol file: 50885-06-8.mol

Synonyms:1,4-dimethoxy-2-naphthylamine;50885-06-8;1,4-dimethoxynaphthalen-2-amine;starbld0026092;SCHEMBL5651922;DTXSID60356257;QLXKFYQJYMINLD-UHFFFAOYSA-N;1,4-dimethoxy-naphthalen-2-ylamine;AKOS022647509

Chemical Property of 1,4-Dimethoxy-2-naphthylamine

Chemical Property:

• PSA: 44.48000
• LogP: 3.02040
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

1,4-DIMETHOXY-2-NAPHTHYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C2=CC=CC=C21)OC)N
• Uses: 1,4-Dimethoxy-2-naphthylamine is an disubstituted naphthoimidazoles intermediate with potential use as an anti-inflammatory agents.

Technology Process of 1,4-Dimethoxy-2-naphthylamine

There total 5 articles about 1,4-Dimethoxy-2-naphthylamine 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%

1,4-dimethoxy-2-nitronaphthalene (50885-07-9) → 2-amino-1,4-dimethoxynaphthalene (50885-06-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 8h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/acs.joc.9b03417

Reference yield:

1,4-dimethoxynaphthalene (10075-62-4) → 2-amino-1,4-dimethoxynaphthalene (50885-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) PhI(OCOCF₃)2, 2.) (CH₃)3SiN₃ / 1.) (CF₃)2CHOH, RT, 2.) (CF₃)2CHOH, RT, 15 min

2: LiAlH₄ / diethyl ether

With lithium aluminium tetrahydride; trimethylsilylazide; bis-[(trifluoroacetoxy)iodo]benzene; In diethyl ether;

DOI:10.1021/ja00088a003

Reference yield:

2-azido-1,4-dimethoxynaphthalene → 2-amino-1,4-dimethoxynaphthalene (50885-06-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/ja00088a003

upstream raw materials:

1,4-dimethoxy-2-nitronaphthalene

1,4-dimethoxynaphthalene

1,4-Dihydroxynaphthalene

[1,4]naphthoquinone

Downstream raw materials:

(Z)-ethyl phenylpyruvate 2-<(1,4-dimethoxy-2-naphthyl)hydrazone>

(E)-ethyl phenylpyruvate 2-<(1,4-dimethoxy-2-naphthyl)hydrazone>

ethyl 5-ethoxy-3-methyl-1-phenyl-3H-benzindole-2-carboxylate

ethyl 4-chloro-5-methoxy-1-phenyl-3H-benzindole-2-carboxylate