N-(2-hydroxy-4-methoxyphenyl)acetamide

Base Information

• Chemical Name: N-(2-hydroxy-4-methoxyphenyl)acetamide
• CAS No.: 58469-06-0
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2924299090
• European Community (EC) Number: 664-879-8
• DSSTox Substance ID: DTXSID90399374
• Nikkaji Number: J2.560.728G
• Wikidata: Q72484867
• Mol file: 58469-06-0.mol

Synonyms:N-(2-hydroxy-4-methoxyphenyl)acetamide;58469-06-0;p-Acetanisidide, 2'-hydroxy-;SCHEMBL2855386;DTXSID90399374;PHOAIOPTKPVQOB-UHFFFAOYSA-N;AKOS006237177;N-(2-hydroxy-4methoxyphenyl)acetamide;N-(2-Hydroxy-4 methoxyphenyl)acetamide;2'-HYDROXY-4'-METHOXYACETANILIDE;A869444

Chemical Property of N-(2-hydroxy-4-methoxyphenyl)acetamide

Chemical Property:

• PSA: 58.56000
• LogP: 1.43220
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

2'-HYDROXY-4'-METHOXYACETANILIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)OC)O

Technology Process of N-(2-hydroxy-4-methoxyphenyl)acetamide

There total 8 articles about N-(2-hydroxy-4-methoxyphenyl)acetamide 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: 80.0%

3-methoxy-6-nitro-phenol (704-14-3) + acetic anhydride (108-24-7) → N-(2-hydroxy-4-methoxyphenyl)acetamide (58469-06-0)

Guidance literature:

3-methoxy-6-nitro-phenol; With hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; at 20 ℃;

acetic anhydride; In tetrahydrofuran; water; at 60 ℃; for 1h;

Reference yield: 77.0%

4-methoxyacetanilide (51-66-1) → N-(2-hydroxy-4-methoxyphenyl)acetamide (58469-06-0)

Guidance literature:

With dipotassium peroxodisulfate; tetrafluoroboric acid; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In water; 1,2-dichloro-ethane; acetone; at 100 ℃; for 24h; regioselective reaction;

DOI:10.1021/acs.orglett.8b02926

Reference yield: 63.0%

4-methoxyacetanilide (51-66-1) → N-(2-hydroxy-4-methoxyphenyl)acetamide (58469-06-0) + N-(3-hydroxy-4-methoxyphenyl)acetamide (3251-57-8)

Guidance literature:

With trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In chloroform; for 0.0833333h; Heating;

DOI:10.1021/jo0260847

upstream raw materials:

1-(2-hydroxy-4-methoxyphenyl)ethanone

3-methoxy-6-nitro-phenol

acetic anhydride

6-methoxy-2-methyl-benzoxazole

Downstream raw materials:

N-[2-({(2S)-3-[4-(4-fluorobenzyl)-2-oxo-piperazin-1-yl]-2-hydroxypropyl}oxy)-4-hydroxyphenyl]acetamide trifluoroacetate

N-(2-{[(2S)-3-(5-chloro-1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl)-2-hydroxypropyl]oxy}-4-hydroxyphenyl)acetamide

N-(2-{[(2S)-3-(5-chloro-1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl)-2-hydroxypropyl]oxy}-4-methoxyphenyl)acetamide

N-[2-({(2S)-3-[4-(4-fluorobenzyl)-2-oxo-piperazin-1-yl]-2-hydroxypropyl}oxy)-4-methoxyphenyl]acetamide trifluoroacetate

Refernces

• 1、 Hossain, Nafizal,Ivanova, Svetlana,Bergare, Jonas,Eriksson, Tomas. "Spirocyclic compounds, potent CCR1 antagonists". . p. 1883 - 1886. Retrieved 2013/04/10.
• 2、 -. "NOVEL TRICYCLIC SPIROPIPERIDINES OR SPIROPYRROLIDINES". Page 72-73. . Retrieved 2008/06/13.