5-(Acetylamino)-2-methylphenylacetate

Base Information

• Chemical Name: 5-(Acetylamino)-2-methylphenylacetate
• CAS No.: 103796-14-1
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.229
• DSSTox Substance ID: DTXSID901271895
• Nikkaji Number: J2.926.565H
• Mol file: 103796-14-1.mol

Synonyms:(5-acetamido-2-methylphenyl) acetate;5-(acetylamino)-2-methylphenylacetate;103796-14-1;DTXSID901271895;5-Acetamido-2-methylphenyl acetate;3-Acetyloxy-4-methyl-N-acetylaniline;N-(3-Acetoxy-4-methylphenyl)acetamide;N-[3-(Acetyloxy)-4-methylphenyl]acetamide;AN-652/42476831

Chemical Property of 5-(Acetylamino)-2-methylphenylacetate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)NC(=O)C)OC(=O)C

Technology Process of 5-(Acetylamino)-2-methylphenylacetate

There total 7 articles about 5-(Acetylamino)-2-methylphenylacetate 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: 88.0%

acetic acid (64-19-7,77671-22-8) + 4-Methylacetanilide (103-89-9) → 5-acetylamino-2-methylphenyl acetate (103796-14-1)

Guidance literature:

With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene; at 20 ℃; for 0.5h; regioselective reaction;

DOI:10.1039/c0ob00749h

Reference yield: 50.0%

C7H11NO2 (1189747-13-4) + acetic anhydride (108-24-7) → 5-acetylamino-2-methylphenyl acetate (103796-14-1)

Guidance literature:

With methanesulfonic acid; at 50 ℃; for 12h;

DOI:10.1246/cl.2008.1066

Reference yield:

[bis(acetoxy)iodo]benzene (3240-34-4) + 4-Methylacetanilide (103-89-9) → 2-Acetamido-5-methyl-p-benzochinon (1466-87-1) + 5-acetylamino-2-methylphenyl acetate (103796-14-1)

Guidance literature:

With acetic acid;

DOI:10.1039/jr9540003125

upstream raw materials:

amino-4 hydroxy-2 toluene

acetic anhydride

[bis(acetoxy)iodo]benzene

4-Methylacetanilide

Downstream raw materials:

3-hydroxy-4-methylacetanilide

Refernces

• 1、 Ishikawa, Teruhiko,Arai, Masaki,Nishiuchi, Hironori,Ishiguro, Hiroshi,Saito, Seiki. "Synthesis of 3-acetoxyacetanilide derivatives by means of semmler-wolff-type aromatization reaction of cyclohexane-1,3-dione monooximes". supporting information; experimental part. p. 1066 - 1067. Retrieved 2009/12/02.