2,4,5-Trimethoxyaniline

Base Information

• Chemical Name: 2,4,5-Trimethoxyaniline
• CAS No.: 26510-91-8
• Molecular Formula: C9H13 N O3
• Molecular Weight: 183.207
• Hs Code.: 2922299090
• European Community (EC) Number: 862-889-9
• DSSTox Substance ID: DTXSID80496967
• Nikkaji Number: J2.598.650D
• Wikidata: Q72513681
• Mol file: 26510-91-8.mol

Synonyms:Aniline,2,4,5-trimethoxy- (8CI); 2,4,5-Trimethoxyaniline;5-Amino-1,2,4-trimethoxybenzene

Chemical Property of 2,4,5-Trimethoxyaniline

Chemical Property:

• Vapor Pressure: 0.000817mmHg at 25°C
• Melting Point: 93-95 ºC
• Boiling Point: 305.5°C at 760 mmHg
• PKA: 4.72±0.10(Predicted)
• Flash Point: 151.4°C
• PSA: 53.71000
• Density: 1.118g/cm³
• LogP: 1.87580
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 183.08954328
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

2,4,5-Trimethoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1N)OC)OC
• Uses: 2,4,5-Trimethoxyaniline is used in preparation of Quinoline-5,8-dione derivatives as TGase 2 inhibitor.

Technology Process of 2,4,5-Trimethoxyaniline

There total 7 articles about 2,4,5-Trimethoxyaniline 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%

1,2,4-trimethoxy-5-nitrobenzene (14227-14-6) → 2,4,5-trimethoxyaniline (26510-91-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 3h; under 775.722 Torr;

DOI:10.1039/b410373d

Reference yield: 94.0%

benzyl 2,4,5-trimethoxyphenylcarbamate (1137558-16-7) → 2,4,5-trimethoxyaniline (26510-91-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 6h; under 1551.49 Torr;

DOI:10.1021/jm801335z

Reference yield: 28.0%

N-(2',4',5'-trimethoxyphenyl)-4-cyano-2,5-dimethylacetanilide (292037-88-8) → 2,4,5-trimethoxyaniline (26510-91-8) + N-(2',4',5'-trimethoxyphenyl)-4-cyano-2,5-dimethylaniline

Guidance literature:

With potassium hydroxide; In ethanol; for 4.75h;

upstream raw materials:

1,2,4-trimethoxy-5-nitrobenzene

N-(2',4',5'-trimethoxyphenyl)-4-cyano-2,5-dimethylacetanilide

1-bromo-2,4,5-trimethoxybenzene

benzyl 2,4,5-trimethoxyphenylcarbamate

Downstream raw materials:

2,5-dimethoxyquinone

2-amino-4,5-dimethoxyphenol

ethyl 6-chloro-3-(2,4,5-trimethoxyphenylamino)hex-2-enoate

ethyl (E)-(1-(2,4,5-trimethoxyphenyl)-2-pyrrolidinylidene)acetate

Refernces

• 1、 -. "Method of preparing Quinoline-5,8-dione derivatives for TGase 2 inhibitor". Paragraph 0311; 0315-0317. . Retrieved 2020/04/28.
• 2、 -. "Synthesis method of 2,4,5-trimethoxybenzeneamine". Paragraph 0026-0030; 0031-0038; 0039-0052. . Retrieved 2018/07/30.