Ethyl 2-(2-formamidothiazol-4-yl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(2-formamidothiazol-4-yl)-2-oxoacetate
• CAS No.: 64987-03-7
• Molecular Formula: C8H8N2O4S
• Molecular Weight: 228.229
• Hs Code.: DERIVATION
• European Community (EC) Number: 265-299-4
• DSSTox Substance ID: DTXSID6057794
• Nikkaji Number: J286.620J
• Wikidata: Q72474961
• ChEMBL ID: CHEMBL3561164
• Mol file: 64987-03-7.mol

Synonyms:64987-03-7;Ethyl 2-(2-formamidothiazol-4-yl)-2-oxoacetate;ethyl 2-(formylamino)-4-thiazoleglyoxylate;ETHYL 2-(2-FORMYLAMINO-1,3-THIAZOL-4-YL)-2-OXOACETATE;ethyl 2-(2-formamido-1,3-thiazol-4-yl)-2-oxoacetate;Ethyl 2-formamido-alpha-oxothiazol-4-acetate;(2-Formylaminothiazol-4-yl)-oxo-acetic acid ethyl ester;DTXSID6057794;Ethyl (2-formamido-1,3-thiazol-4-yl)glyoxylate;EINECS 265-299-4;Ethyl [2-(formylamino)-1,3-thiazol-4-yl](oxo)acetate;ethyl 2-(2-formylaminothiazol-4-yl)glyoxylate;SCHEMBL423212;CHEMBL3561164;DTXCID7031583;Ethyl-2-(2-formylamino-4-thiazole-4-yl)-1-oxy acetate;SCHEMBL11007124;NTACMHVXGGGRQU-UHFFFAOYSA-N;BCP12089;Tox21_113773;MFCD00010412;AKOS015897256;AC-5563;NCGC00253647-01;BP-20081;BS-52002;CAS-64987-03-7;FT-0608468;E78556;Ethyl 2-(2-formylaminothiazol-4-yl) glyoxylate;Ethyl 2-(Formylaminothiazol-4-yl)-2-oxoacetate;A834928;SR-01000944940;ethyl (2-formamido-1,3-thiazol-4-yl)(oxo)acetate;SR-01000944940-1;W-104810;ethyl 2-(2-formylamino-1,3-thiazol-4-yl)glyoxylate;F0001-1751;2-(Formylamino)-alpha-oxo-4-thiazoleacetic acid ethyl ester;ethyl 2-(2-formylimino-2,3-dihydrothiazol-4-yl)glyoxylate;Ethyl-2-(2-Formylamino-1,3-Thiazol-4-yl)-2-Oxoacetate;4-Thiazoleacetic acid, 2-(formylamino)-.alpha.-oxo-, ethyl ester;ethyl 2-(2-formylimino-2,3-dihydro-1,3-thiazol-4-yl)glyoxylate;ethyl 2-(2formylimino-2,3-dihydro-1,3-thiazol-4-yl)glyoxylate

Chemical Property of Ethyl 2-(2-formamidothiazol-4-yl)-2-oxoacetate

Chemical Property:

• Appearance/Colour: light yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 232-234 °C
• Refractive Index: 1.599
• Boiling Point: 381.313 °C at 760 mmHg
• PKA: 8.11±0.70(Predicted)
• Flash Point: 184.412 °C
• PSA: 113.60000
• Density: 1.454 g/cm³
• LogP: 1.16610
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 228.02047791
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(2-Formamidothiazol-4-yl)-2-oxoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CSC(=N1)NC=O
• Uses: Ethyl 2-(2-Formamidothiazol-4-yl)-2-oxoacetate is an intermediate formed in the synthesis of Cefixime Ethyl Ester Sodium Salt (C242830), an ester impurity of the third generation cephalosporin antibiotic, Cefixime (C242800).

Technology Process of Ethyl 2-(2-formamidothiazol-4-yl)-2-oxoacetate

There total 3 articles about Ethyl 2-(2-formamidothiazol-4-yl)-2-oxoacetate 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: 21.0%

ethyl 2-(2-formylaminothiazol-4-yl)acetate (64987-05-9) → ethyl 2-(2-formylaminothiazol-4-yl)glyoxylate (64987-03-7)

Guidance literature:

With N-hydroxyphthalimide; oxygen; cobalt(II) acetate; In acetic acid; at 40 ℃; for 16h; Further Variations:; Temperatures; Product distribution;

DOI:10.1016/S0040-4020(00)00679-7

Reference yield:

ethyl 2-(2-formylaminothiazol-4-yl)acetate (64987-05-9) + manganese (II) acetate tetrahydrate (6156-78-1) → ethyl 2-(2-formylaminothiazol-4-yl)glyoxylate (64987-03-7) + ethyl 2-(2-formylimino-2,3-dihydrothiazol-4-yl)glyoxylate

Guidance literature:

With potassium permanganate; acetic anhydride; acetic acid;

Reference yield:

→ ethyl 2-(2-formylaminothiazol-4-yl)glyoxylate (64987-03-7)

Guidance literature:

entspr. Essigsaeure-aethylester, SeO2;

upstream raw materials:

ethyl 2-(2-formylaminothiazol-4-yl)acetate

manganese (II) acetate tetrahydrate

Downstream raw materials:

2-(2-formylamino-1,3-thiazol-4-yl)glyoxylic acid

Refernces

• 1、 Wentzel, Bastienne B,Donners, Maurice P.J,Alsters, Paul L,Feiters, Martinus C,Nolte, Roeland J.M. "N-hydroxyphthalimide/cobalt(II) catalyzed low temperature benzylic oxidation using molecular oxygen". . p. 7797 - 7803. Retrieved 2007/10/03.
• 2、 -. "2-Lower alkyl-7-substituted amino-2 or 3-cephem-4-carboxylic acid compounds". . . Retrieved 2008/06/13.