4-(Acetylamino)-3-methylbenzoic acid

Base Information

• Chemical Name: 4-(Acetylamino)-3-methylbenzoic acid
• CAS No.: 37901-92-1
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 2924299090
• UNII: 717B5T8C9H
• DSSTox Substance ID: DTXSID10191332
• Wikidata: Q27265939
• Mol file: 37901-92-1.mol

Synonyms:4-acetamido-3-methylbenzoic acid;37901-92-1;4-(Acetylamino)-3-methylbenzoic acid;Benzoic acid, 4-(acetylamino)-3-methyl-;UNII-717B5T8C9H;717B5T8C9H;SCHEMBL3586872;4-acetamido-3-methylbenzoicacid;DTXSID10191332;4-ACETAMIDO-M-TOLUIC ACID;WCQSEJSRAJSUSS-UHFFFAOYSA-N;M-TOLUIC ACID, 4-ACETAMIDO-;MFCD08691999;AKOS000104746;DS-5404;N-acetyl-4-amino-3-methylbenzoic acid;CS-0153120;FT-0756494;EN300-41257;O11148;Q27265939;Z224251106

Chemical Property of 4-(Acetylamino)-3-methylbenzoic acid

Chemical Property:

• Vapor Pressure: 1.72E-07mmHg at 25°C
• Melting Point: 114-116 °C
• Boiling Point: 411°Cat760mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 202.4°C
• PSA: 69.89000
• Density: 1.276g/cm³
• LogP: 2.30110
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

4-Acetamido-3-methylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(Acetylamino)-3-methylbenzoic acid

There total 5 articles about 4-(Acetylamino)-3-methylbenzoic acid 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: 93.0%

4-amino 3-methylbenzoic acid (2486-70-6) + acetic anhydride (108-24-7) → 4-acetamido-3-methylbenzoic acid (37901-92-1)

Guidance literature:

4-amino 3-methylbenzoic acid; With triethylamine; In dichloromethane; for 0.5h;

acetic anhydride; In dichloromethane; at 20 ℃; for 72h;

DOI:10.3184/174751915X14357663684593

Reference yield: 56.0%

4-amino 3-methylbenzoic acid (2486-70-6) → 4-acetamido-3-methylbenzoic acid (37901-92-1)

Guidance literature:

With acetic anhydride; triethylamine; In dichloromethane;

Reference yield: 34.0%

N-(2,4-dimethylphenyl)acetamide (2050-43-3) → 4-acetamido-3-methylbenzoic acid (37901-92-1) + 4-acetamidoisophthalic acid (7501-68-0) + 2-acetamido-5-methylbenzoic acid (67081-68-9)

Guidance literature:

With potassium permanganate; In water; at 80 ℃;

DOI:10.1080/00304940409355965

upstream raw materials:

N-(2,4-dimethylphenyl)acetamide

4-amino 3-methylbenzoic acid

acetic anhydride

acetic acid

Downstream raw materials:

ethyl 4-acetamido-3-methyl-5-nitrobenzoate

ethyl 3,4-diamino-5-methylbenzoate

ethyl 4-acetamido-3-methylbenzoate

methyl 3,4-diamino-5-methylbenzoate

Refernces

• 1、 -. "AMIDE-SUBSTITUTED IMIDAZO COMPOUNDS AS SELECTIVE INHIBITORS OF INDOLEAMINE 2, 3-DIOXYGENASES". Paragraph 0164-0165. . Retrieved 2020/12/07.
• 2、 Han, Xiao-Feng,Chen, Man-Man,Zhou, Zhi-Mimg. "Synthesis of several new 2-substituted benzimidazoles". . p. 407 - 409. Retrieved 2015/08/24.