3-Ethoxy-4-nitroaniline

Base Information

• Chemical Name: 3-Ethoxy-4-nitroaniline
• CAS No.: 116435-75-7
• Molecular Formula: C8H10N2O3
• Molecular Weight: 182.179
• European Community (EC) Number: 819-268-2
• DSSTox Substance ID: DTXSID30454219
• Wikidata: Q82275611
• Mol file: 116435-75-7.mol

Synonyms:3-Ethoxy-4-nitroaniline;116435-75-7;Benzenamine, 3-ethoxy-4-nitro-;MFCD18861056;SCHEMBL6383543;DTXSID30454219;PQKLWSDPMIJHSY-UHFFFAOYSA-N;AKOS012983149;AS-47393;SY215699;EN300-299094;F13574;A927101;Z1147220438

Chemical Property of 3-Ethoxy-4-nitroaniline

Chemical Property:

• PSA: 81.07000
• LogP: 2.68010
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.06914219
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

98% ^*data from raw suppliers

3-Ethoxy-4-nitroaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Ethoxy-4-nitroaniline

There total 8 articles about 3-Ethoxy-4-nitroaniline 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: 71.0%

2-(ethyloxy)-1,4-dinitrobenzene (133070-80-1) → 5-nitro-2-amino-phenetole (16383-89-4) + 3-(ethyloxy)-4-nitroaniline (116435-75-7)

Guidance literature:

With 1-methylcyclohex-1-ene; palladium on activated charcoal; In methanol; at 80 ℃; for 0.05h; microwave irradiation;

DOI:10.1055/s-2006-939062

Reference yield: 71.0%

2-acetylamino-4-ethoxy-5-nitrobenzoic acid (361162-92-7) → 3-(ethyloxy)-4-nitroaniline (116435-75-7)

Guidance literature:

With sulfuric acid; at 110 - 112 ℃; for 1h;

DOI:10.1021/jm020241c

Reference yield:

3-fluoro-4-nitroaniline (2369-13-3) + sodium ethanolate (141-52-6) → 3-(ethyloxy)-4-nitroaniline (116435-75-7)

Guidance literature:

With ethanol; at 20 ℃; for 16h;

upstream raw materials:

acetic acid-(3-ethoxy-4-nitro-anilide)

2-acetylamino-4-ethoxy-5-nitrobenzoic acid

2-(ethyloxy)-1,4-dinitrobenzene

5-methoxy-2-methyl-4-nitroaniline

Downstream raw materials:

3-ethoxy-4-nitrophenol

(E)-2-Cyano-3-(3-ethoxy-4-nitro-phenylamino)-acrylic acid ethyl ester

4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile

7-Ethoxy-4-hydroxy-6-nitro-quinoline-3-carbonitrile

Refernces

• 1、 Chapman, Nicholas,Conway, Benjamin,O'Grady, Fiona,Wall, Michael D.. "A convenient method to aniline compounds using microwave-assisted transfer hydrogenation". . p. 1043 - 1046. Retrieved 2007/10/03.
• 2、 Wissner, Allan,Overbeek, Elsebe,Reich, Marvin F.,Floyd, M. Brawner,Johnson, Bernard D.,Mamuya, Nellie,Rosfjord, Edward C.,Discafani, Carolyn,Davis, Rachel,Shi, Xiaoqing,Rabindran, Sridhar K.,Gruber, Brian C.,Ye, Fei,Hallett, William A.,Nilakantan, Ramaswamy,Shen, Ru,Wang, Yu-Fen,Greenberger, Lee M.,Tsou, Hwei-Ru. "Synthesis and structure-activity relationships of 6,7-disubstituted 4-anilinoquinoline-3-carbonitriles. The design of an orally active, irreversible inhibitor of the tyrosine kinase activity of the epidermal growth factor receptor (EGFR) and the human epi". . p. 49 - 63. Retrieved 2007/10/03.