Methyl N-acetylanthranilate

Base Information

• Chemical Name: Methyl N-acetylanthranilate
• CAS No.: 2719-08-6
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 29163990
• European Community (EC) Number: 220-318-5
• NSC Number: 45919
• UNII: 738C69YF2O
• DSSTox Substance ID: DTXSID0051948
• Nikkaji Number: J80.549A
• Wikidata: Q27266153
• Metabolomics Workbench ID: 45478
• Mol file: 2719-08-6.mol

Synonyms:Methyl 2-Acetamidobenzoate;Methyl N-acetylanthranilate;2719-08-6;METHYL 2-(ACETYLAMINO)BENZOATE;Methyl N-acetoanthranilate;Benzoic acid, 2-(acetylamino)-, methyl ester;N-Acetyl methyl anthranilate;Anthranilic acid, N-acetyl-, methyl ester;738C69YF2O;NSC-45919;2-Acetylaminobenzoic acid, methyl ester;N-(2-Carbomethoxyphenyl)-acetamide;Maybridge1_003527;Benzoic acid,2-(acetylamino)-, methyl ester;UNII-738C69YF2O;SCHEMBL1640485;DTXSID0051948;HMS551I07;CHEBI:165203;Methyl 2-(acetylamino)benzoate #;N-(2-carbomethoxyphenyl)acetamide;CAA71908;NSC45919;EINECS 220-318-5;2-Acetamidobenzoic Acid Methyl Ester;BBL005358;CCG-55707;MFCD00144760;NSC 45919;STK398088;N-Acetylanthranilic Acid Methyl Ester;2-Acetylaminobenzoic acid methyl ester;AKOS000313365;2-(acetamido)benzoic acid methyl ester;methyl 2-acetamidobenzoate, AldrichCPR;METHYL N-ACETYLANTHRANILATE [FHFI];VS-01568;Benzoic acid,2-(acetylamino)-,methyl ester;O-ACETAMIDOBENZOIC ACID METHYL ESTER;EU-0084552;FT-0621832;M2087;D91577;2-(ACETYLAMINO)BENZOIC ACID METHYL ESTER;AG-205/01784022;Anthranilic acid, N-acetyl-, methyl ester (8CI);SR-01000644719-1;Q27266153

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Methyl N-acetylanthranilate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 7.3E-06mmHg at 25°C
• Melting Point: 97-101 °C
• Refractive Index: 1.565
• Boiling Point: 376.3 °C at 760 mmHg
• PKA: 14.51±0.70(Predicted)
• Flash Point: 181.4 °C
• PSA: 55.40000
• Density: 1.204 g/cm³
• LogP: 1.50460
• Solubility.: soluble in Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC=C1C(=O)OC

Technology Process of Methyl N-acetylanthranilate

There total 20 articles about Methyl N-acetylanthranilate 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: 100.0%

methanol (67-56-1) + 2-methyl-4-oxo-3,1-benzoxazine (525-76-8) → methyl 2-(acetylamino)benzoate (2719-08-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; for 1h; Product distribution; Ambient temperature; various acylanthraniles; various alcohols; other bases, temperatures and times;

DOI:10.1021/jo00141a004

Reference yield: 93.0%

acetic anhydride (108-24-7) + 2-carbomethoxyaniline (134-20-3) → methyl 2-(acetylamino)benzoate (2719-08-6)

Guidance literature:

With N,N,N-trimethyl-2-(sulfooxy)ethanaminium chloride; In neat (no solvent); at 20 ℃; for 0.166667h; Milling; Green chemistry;

DOI:10.1016/j.tetlet.2017.03.023

Reference yield: 92.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + N-acetyl-2-bromoaniline (614-76-6) → methyl 2-(acetylamino)benzoate (2719-08-6)

Guidance literature:

With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; at 80 ℃; for 17h;

DOI:10.1002/chem.202002746

upstream raw materials:

acetic anhydride

2-carbomethoxyaniline

acetamide

trans-1.4-Bis-(o-methoxycarbonylbenzoyl)-tetra-az-2-en

Downstream raw materials:

3,5-Dibromo-acetylanthranilic acid

2,2'-(Acetylimino)bisbenzoesaeure-dimethylester

methaqualone

2,3-dimethyl-4(3H)-quinazolinone

Refernces

• 1、 Demir, Yeliz,Kalay, Erbay,?endil, K?v?lc?m,Beydemir, ?ükrü,Demircio?lu, ?brahim Hakk?,Türke?, Cüneyt,Tokal?, Feyzi Sinan. "Synthesis, biological evaluation, and in silico study of novel library sulfonates containing quinazolin-4(3H)-one derivatives as potential aldose reductase inhibitors". . . Retrieved 2021/10/01.
• 2、 Zoller, Ben,Zapp, Josef,Huy, Peter H.. "Rapid Organocatalytic Formation of Carbon Monoxide: Application towards Carbonylative Cross Couplings". supporting information. p. 9632 - 9638. Retrieved 2020/07/13.