Ethyl 2-methyloxazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 2-methyloxazole-4-carboxylate
• CAS No.: 10200-43-8
• Molecular Formula: C₇H₉NO₃
• Molecular Weight: 155.153
• Hs Code.: 2934999090
• European Community (EC) Number: 600-263-7
• DSSTox Substance ID: DTXSID60439372
• Nikkaji Number: J1.037.132E
• Wikidata: Q72476039
• Mol file: 10200-43-8.mol

Synonyms:ethyl 2-methyloxazole-4-carboxylate;10200-43-8;Ethyl 2-methyl-1,3-oxazole-4-carboxylate;Ethyl 2-methyl-4-oxazolecarboxylate;4-OXAZOLECARBOXYLIC ACID, 2-METHYL-, ETHYL ESTER;2-METHYL-OXAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;MFCD07367959;2-methyl oxazole 4-ethyl ester;2-Methyloxazole-4-carboxylic acid ethyl ester;SCHEMBL2070169;DTXSID60439372;JRPMRQTZCURBRG-UHFFFAOYSA-N;ethyl2-methyloxazole-4-carboxylate;AKOS006283040;AB31502;AS-2805;CS-W006477;AC-14327;SY013321;AM20070673;FT-0651039;EN300-73625;Z1162445878;Ethyl-4-methyl-3,5-oxazolecarboxylate

Chemical Property of Ethyl 2-methyloxazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.193mmHg at 25°C
• Refractive Index: 1.468
• Boiling Point: 210.361 °C at 760 mmHg
• Flash Point: 81.023 °C
• PSA: 52.33000
• Density: 1.14 g/cm³
• LogP: 1.15970
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 155.058243149
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl2-Methyloxazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=COC(=N1)C

Technology Process of Ethyl 2-methyloxazole-4-carboxylate

There total 11 articles about Ethyl 2-methyloxazole-4-carboxylate 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: 91.0%

2-Methyl-4,5-dihydro-1,3-oxazole-4-carboxylic acid ethyl ester (61999-29-9) → 2-methyl-4-carbethoxy-1,3-oxazole (10200-43-8)

Guidance literature:

With hexamethylenetetramine; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(ll) bromide;

DOI:10.1016/0040-4039(95)01194-M

Reference yield: 81.0%

[(1-Ethoxyethylidene)amino]acetic acid ethyl ester + formic acid ethyl ester (109-94-4) → 2-methyl-4-carbethoxy-1,3-oxazole (10200-43-8)

Guidance literature:

[(1-Ethoxyethylidene)amino]acetic acid ethyl ester; formic acid ethyl ester; With potassium tert-butylate; In tetrahydrofuran; at -10 ℃; for 1h;

With acetic acid; for 0.25h; Heating;

DOI:10.1039/b000750L

Reference yield: 62.0%

acetamide (60-35-5) + 2-oxo-propionic acid ethyl ester (617-35-6) → 2-methyl-4-carbethoxy-1,3-oxazole (10200-43-8)

Guidance literature:

2-oxo-propionic acid ethyl ester; With hydroxy(phenyl)-λ³-iodanyl 2,4-dinitrobenzenesulfonate; In acetonitrile; Heating;

acetamide; In acetonitrile; Heating;

DOI:10.1081/SCC-120018792

upstream raw materials:

ethyl (2-methyl-2-oxazolin-4-yl)carboxylate

ethyl 2-diazo-3-oxo-propanoate

acetonitrile

2-Methyl-4,5-dihydro-1,3-oxazole-4-carboxylic acid ethyl ester

Downstream raw materials:

2-methyl-1,3-oxazol-4-carboxylic acid

2-methyl-1,3-oxazole-4-carbaldehyde

4-hydroxymethyl-2-methyloxazole

N-methoxy-N-methyl-2-methyloxazole-4-carboxamide

Refernces

• 1、 Evans,Minster,Jordis,et al.. "Nickel peroxide dehydrogenation of oxygen-, sulfur-, and nitrogen-containing heterocycles". . p. 497 - 501. Retrieved 1979.
• 2、 Zhang, Xing,Liu, Jun,Liu, Yi,Du, Yuguo. "An efficient preparation of 2-alkyl-oxazoles from 2-iodooxazoles". supporting information. p. 4045 - 4048. Retrieved 2013/07/26.
• 3、 Street, Leslie J.,Sternfeld, Francine,Jelley, Richard A.,Reeve, Austin J.,Carling, Robert W.,Moore, Kevin W.,McKernan, Ruth M.,Sohal, Bindi,Cook, Susan,Pike, Andrew,Dawson, Gerard R.,Bromidge, Frances A.,Wafford, Keith A.,Seabrook, Guy R.,Thompson, Sally A.,Marshall, George,Pillai, Goplan V.,Castro, José L.,Atack, John R.,MacLeod, Angus M.. "Synthesis and biological evaluation of 3-heterocyclyl-7,8,9,10-tetrahydro- (7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazines and analogues as subtype-selective inverse agonists for the GABAAα5 benzodiazepine binding site". . p. 3642 - 3657. Retrieved 2007/10/03.