3(2H)-Benzoxazolecarboxylic acid, 2-oxo-, ethyl ester

Base Information

• Chemical Name: 3(2H)-Benzoxazolecarboxylic acid, 2-oxo-, ethyl ester
• CAS No.: 17280-90-9
• Molecular Formula: C10H9NO4
• Molecular Weight: 207.186
• European Community (EC) Number: 659-529-6
• DSSTox Substance ID: DTXSID40169403
• Nikkaji Number: J2.096.267D
• Wikidata: Q83039081
• ChEMBL ID: CHEMBL1437940
• Mol file: 17280-90-9.mol

Synonyms:17280-90-9;Ethyl 2-oxobenzo[d]oxazole-3(2H)-carboxylate;BRN 0201878;3(2H)-BENZOXAZOLECARBOXYLIC ACID, 2-OXO-, ETHYL ESTER;3-Etoksykarbonylo-benzoksazolon-2 [Polish];MLS000518865;3-Etoksykarbonylo-benzoksazolon-2;ethyl 2-oxo-1,3-benzoxazole-3(2H)-carboxylate;2-Oxo-3(2H)-benzoxazolecarboxylic acid ethyl ester;ETHYL 2,3-DIHYDRO-2-OXO-3-BENZOXAZOLECARBOXYLATE;SMR000129285;2-27-00-00223 (Beilstein Handbook Reference);ethyl 2-oxo-1,3-benzoxazole-3-carboxylate;Maybridge3_003262;Opera_ID_1347;CHEMBL1437940;ethyl 2-oxo-2,3-dihydro-1,3-benzoxazole-3-carboxylate;DTXSID40169403;HMS1440E06;HMS2474M20;CCG-54704;STK672525;AKOS005592950;ethyl benzoxazolin-2-one-3-carboxylate;IDI1_014649;NCGC00245942-01;LS-42156;CS-0336859;SR-01000643785-1;BRD-K13118622-001-16-4;2-Oxo-2,3-dihydrobenzoxazole-3-carboxylic acid ethyl ester

Chemical Property of 3(2H)-Benzoxazolecarboxylic acid, 2-oxo-, ethyl ester

Chemical Property:

• Vapor Pressure: 0.000814mmHg at 25°C
• Boiling Point: 305.6°C at 760 mmHg
• Flash Point: 138.6°C
• Density: 1.369g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 207.05315777
• Heavy Atom Count: 15
• Complexity: 279

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)N1C2=CC=CC=C2OC1=O

Technology Process of 3(2H)-Benzoxazolecarboxylic acid, 2-oxo-, ethyl ester

There total 7 articles about 3(2H)-Benzoxazolecarboxylic acid, 2-oxo-, ethyl ester 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: 70.0%

2-Benzoxazolinone (59-49-4) + chloroformic acid ethyl ester (541-41-3) → 2-oxo-benzooxazole-3-carboxylic acid ethyl ester (17280-90-9)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In dichloromethane; for 4h; Heating;

DOI:10.1016/j.tet.2004.08.070

Reference yield:

2-amino-phenol (95-55-6) → 2-oxo-benzooxazole-3-carboxylic acid ethyl ester (17280-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

With diethyl ether;

Reference yield:

ethyl (2-hydroxyphenyl)carbamate (56836-51-2) + 2-Chloroethyl chloroformate (627-11-2) → 2-oxo-benzooxazole-3-carboxylic acid ethyl ester (17280-90-9)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

2-Benzoxazolinone

chloroformic acid ethyl ester

(2-hydroxy-phenyl)-carbamic acid-(2-chloro-ethyl ester)

ethyl (2-hydroxyphenyl)carbamate

Downstream raw materials:

ethyl (2-hydroxyphenyl)carbamate

2-Benzoxazolinone

Refernces

• 1、 Dekhane, Deepak V.,Pawara, Shivaji V.,Gupta, Sunil V.,Shingareb, Murlidhar S.,Thore, Shivaji N.. "Synthesis of benzimidazolones, benzooxazolones, 2-amino-benzothiazoles from ethyl cyanoformate and o-phenylene Diamines, o-aminophenols, oaminothiophenols Promoted by Lithium Bromide ;". experimental part. p. 406 - 411. Retrieved 2012/05/04.