Ethyl oxanilate

Base Information

• Chemical Name: Ethyl oxanilate
• CAS No.: 1457-85-8
• Molecular Formula: C10H11 N O3
• Molecular Weight: 193.202
• Hs Code.: 2924299090
• European Community (EC) Number: 215-945-6
• NSC Number: 5606
• UNII: TTG9M4NP9M
• DSSTox Substance ID: DTXSID3074527
• Nikkaji Number: J5.191H
• Wikidata: Q82002843
• Mol file: 1457-85-8.mol

Synonyms:Ethyl oxanilate;1457-85-8;ethyl 2-anilino-2-oxoacetate;Ethyloxanilate;ethyl 2-oxo-2-(phenylamino)acetate;ethyl (phenylcarbamoyl)formate;Acetic acid, oxo(phenylamino)-, ethyl ester;Acetic acid, 2-oxo-2-(phenylamino)-, ethyl ester;TTG9M4NP9M;AI3-23002;NSC-5606;EINECS 215-945-6;Ethyl anilino(oxo)acetate;Oxanilic acid, ethyl ester;ethyl-oxanilate;Ethyl oxanilate, 98%;UNII-TTG9M4NP9M;Ethyl anilino(oxo)acetate #;ethyl 2-anilino-2-oxo-acetate;SCHEMBL2488639;DTXSID3074527;Ethyl 2-(anilino)-2-oxoacetate;YDGAUBHNAKCSKF-UHFFFAOYSA-;NSC5606;N-phenyloxalamic Acid Ethyl Ester;NSC 5606;MFCD00009118;AKOS000344070;CS-0196800;FT-0633559;3F-049;W18674;EN300-1266040;J-008154;Z56755839;F2189-0421

Chemical Property of Ethyl oxanilate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 67-69 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 11.29±0.70(Predicted)
• Flash Point: °C
• PSA: 55.40000
• Density: 1.215g/cm³
• LogP: 1.26120
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl (phenylcarbamoyl)formate 95%+ ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(=O)NC1=CC=CC=C1
• Uses: Ethyl N-phenyloxamate is used n photo-redox reactions to aynthesize a variety of organic compounds .

Technology Process of Ethyl oxanilate

There total 24 articles about Ethyl oxanilate 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%

aniline (62-53-3) + oxalic acid diethyl ester (95-92-1) → Ethyl oxanilate (1457-85-8)

Guidance literature:

With 1-(3-sulfopropyl)pyridinium phosphotungstate; In neat (no solvent); at 90 ℃; for 0.666667h; Microwave irradiation;

DOI:10.1016/j.tetlet.2015.05.118

Reference yield: 85.0%

2-phenylamino-but-2-enedioic acid diethyl ester (33511-74-9,33511-77-2,49680-03-7) → Ethyl oxanilate (1457-85-8)

Guidance literature:

With tert.-butylhydroperoxide; In water; chlorobenzene; at 80 ℃; for 2h; Mechanism;

DOI:10.1055/s-0036-1588990

Reference yield: 82.0%

aniline (62-53-3) + acetylenedicarboxylic acid diethyl ester (762-21-0) → Ethyl oxanilate (1457-85-8)

Guidance literature:

With tert.-butylhydroperoxide; rose bengal; In decane; acetonitrile; at 20 ℃; for 48h; Reagent/catalyst; Solvent; Catalytic behavior; Irradiation;

DOI:10.1039/c9ra10555g

upstream raw materials:

acetic anhydride

2-bromo-2-oxoacetic acid ethyl ester

aniline

acetyl-oxalamic acid ethyl ester

Downstream raw materials:

2-hydroxy-2-methylpropionanilide

N¹-(2-carboxyphenyl)-N²-phenyloxalamide

N-phenyl-N'-m-tolyl-oxalamide

4,4'-dimethyl-benzilic acid anilide

Refernces

• 1、 Ju, Xuhui,Li, Dianjun,Li, Weifei,Yu, Wei,Bian, Fengling. "The reaction of tertiary anilines with maleimides under visible light redox catalysis". . p. 3561 - 3567. Retrieved 2012.
• 2、 Zhao, Liyu,Sun, Yin,Yin, Wenbo,Tian, Linfeng,Sun, Nannan,Zheng, Yang,Zhang, Chu,Zhao, Shizhen,Su, Xin,Zhao, Dongmei,Cheng, Maosheng. "Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents". . . Retrieved 2021/11/22.
• 3、 -. "PRODUCTION METHOD OF BENZOTHIAZOLE DERIVATIVE". Paragraph 0320-0322. . Retrieved 2020/06/18.