1-(4-Amino-3-methoxyphenyl)ethanone

Base Information

• Chemical Name: 1-(4-Amino-3-methoxyphenyl)ethanone
• CAS No.: 22106-40-7
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2922509090
• ChEMBL ID: CHEMBL4059543
• DSSTox Substance ID: DTXSID20579026
• Wikidata: Q82469417
• Mol file: 22106-40-7.mol

Synonyms:22106-40-7;1-(4-amino-3-methoxyphenyl)ethanone;1-(4-Amino-3-methoxyphenyl)-1-ethanone;1-(4-amino-3-methoxyphenyl)ethan-1-one;1-(4-azanyl-3-methoxy-phenyl)ethanone;4'-Amino-3'-methoxyacetophenone;Ethanone,1-(4-amino-3-methoxyphenyl)-;Ethanone, 1-(4-amino-3-methoxyphenyl)-;SCHEMBL220432;CHEMBL4059543;DTXSID20579026;LNRPHCWGORQWPI-UHFFFAOYSA-N;MFCD08443961;AKOS005071985;1-(4-amino-3-methoxyphenyl) ethanone;CA-0700;CS-0371375;G11431;A815930;J-503226;F31

Chemical Property of 1-(4-Amino-3-methoxyphenyl)ethanone

Chemical Property:

• Vapor Pressure: 0.000454mmHg at 25°C
• Melting Point: 90-92 °C
• Refractive Index: 1.554
• Boiling Point: 314.8 °C at 760 mmHg
• Flash Point: 165.5 °C
• PSA: 52.32000
• Density: 1.121 g/cm³
• LogP: 2.06120
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99.3% ^*data from raw suppliers

1-(4-Amino-3-methoxyphenyl)-1-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1)N)OC

Technology Process of 1-(4-Amino-3-methoxyphenyl)ethanone

There total 9 articles about 1-(4-Amino-3-methoxyphenyl)ethanone 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: 50.0%

C19H19NO5 → 1-(4-amino-3-methoxyphenyl)ethan-1-one (22106-40-7) + 1-phenyl-2-hydroxyethanone (582-24-1)

Guidance literature:

With formic acid; 10-mesityl-10H-phenothiazine; ascorbic acid; In water; acetonitrile; at 20 ℃; for 4h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/acscatal.9b02719

Reference yield: 45.0%

toluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl ester (66338-52-1) → 1-(4-amino-3-methoxyphenyl)ethan-1-one (22106-40-7)

Guidance literature:

toluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl ester; With [(k2-P,N-di(1-adamantyl)-2-morpholinophenylphosphine)Pd(Ph)Cl]; sodium t-butanolate; In 1,4-dioxane; Inert atmosphere; Glovebox;

With ammonia; In 1,4-dioxane; at 24 ℃; Inert atmosphere; Glovebox;

DOI:10.1002/chem.201203640

Reference yield: 21.0%

methanol (67-56-1) + (4-nitrophenyl)ethanone (100-19-6) → 1-(4-amino-3-methoxyphenyl)ethan-1-one (22106-40-7)

Guidance literature:

With trifluorormethanesulfonic acid; triphenylphosphine; In dichloromethane; at 60 ℃; for 24h; Irradiation; Inert atmosphere;

upstream raw materials:

toluene-4-sulfonic acid 4-acetyl-2-methoxy-phenyl ester

3-methoxy-4-nitrobenzoic acid chloride

3-methoxy-4-nitrobenzoic acid

1-(3-methoxy-4-nitrophenyl)ethanone

Downstream raw materials:

4'-Cyano-3'-methoxyacetophenone

Refernces

• 1、 Nicewicz, David A.,Pistritto, Vincent A.,Schutzbach-Horton, Megan E.. "Nucleophilic aromatic substitution of unactivated fluoroarenes enabled by organic photoredox catalysis". . p. 17187 - 17194. Retrieved 2020/11/02.
• 2、 -. "Heterocyclic Compounds and Methods of Use". . . Retrieved 2018/03/01.