Ethyl 2-(2-aminothiazol-4-yl)glyoxylate

Base Information

• Chemical Name: Ethyl 2-(2-aminothiazol-4-yl)glyoxylate
• CAS No.: 64987-08-2
• Molecular Formula: C7H8N2O3S
• Molecular Weight: 200.218
• Hs Code.: 2934100090
• European Community (EC) Number: 682-387-1
• DSSTox Substance ID: DTXSID00402308
• Wikidata: Q72472693
• Mol file: 64987-08-2.mol

Synonyms:(2-Amino-1,3-thiazol-4-yl)(oxo)aceticacid ethyl ester;4-Thiazoleacetic acid,2-amino-a-oxo-, ethyl ester;Ethyl 2-aminothiazol-4-ylglyoxylate;[2-Amino(thiazol-4-yl)](oxo)acetic acid ethyl ester;

Chemical Property of Ethyl 2-(2-aminothiazol-4-yl)glyoxylate

Chemical Property:

• Appearance/Colour: crystalline powder
• Vapor Pressure: 2.05E-05mmHg at 25°C
• Melting Point: 150-152oC(lit.)
• Refractive Index: 1.589
• Boiling Point: 361.6 °C at 760 mmHg
• PKA: 1.35±0.10(Predicted)
• Flash Point: 172.5 °C
• PSA: 110.52000
• Density: 1.405 g/cm³
• LogP: 1.05230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 200.02556330
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(2-Aminothiazol-4-yl)glyoxylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CSC(=N1)N
• Uses: Ethyl 2-(2-Aminothiazol-4-yl)glyoxylate is used in the synthesis of antibacterial compounds. Also used in the synthesis of antiallergic and antiinflammatory agents, as glycolic amide derivatives.

Technology Process of Ethyl 2-(2-aminothiazol-4-yl)glyoxylate

There total 6 articles about Ethyl 2-(2-aminothiazol-4-yl)glyoxylate 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: 50.0%

ethyl 2-amino-α-(hydroxyimino)-4-thiazole acetate (60845-81-0) → ethyl 2-(2-aminothiazol-4-yl)glyoxylate (64987-08-2)

Guidance literature:

With ferrous(II) sulfate heptahydrate; benzyl seleninic acid; In ethanol; at 80 ℃; for 48h; Green chemistry;

DOI:10.1002/adsc.201801163

Reference yield:

2-(2-amino-4-thiazolyl)-2-(Z)-hydroxyimino-acetic acid ethyl ester (64513-00-4) → ethyl 2-(2-aminothiazol-4-yl)glyoxylate (64987-08-2)

Guidance literature:

With sodium hydrogensulfite; In ethanol; water;

Reference yield:

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate (64485-82-1) → ethyl 2-(2-aminothiazol-4-yl)glyoxylate (64987-08-2)

Guidance literature:

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; sodium carbonate; dimethyl sulfoxide; ethyl acetate;

upstream raw materials:

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

bromoacetylglyoxylic acid ethyl ester

2-(2-amino-4-thiazolyl)-2-(Z)-hydroxyimino-acetic acid ethyl ester

ethyl 2-amino-α-(hydroxyimino)-4-thiazole acetate

Downstream raw materials:

ethyl 2-(3-phenylureido)thiazol-4-ylglyoxylate

ethyl 2-(3-cyclohexylureido)thiazol-4-ylglyoxylate

ethyl 2-(3-methylureido)thiazol-4-ylglyoxylate

2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tert-butoxycarbonylmethoxyimino)acetic acid

Refernces

• 1、 -. "Cephalosporins with sulfur-containing oxyimino side chain". . . Retrieved 2008/06/13.
• 2、 -. "7-[2-(2-Aminothiazol-4-yl)-2-(syn)-methoxyiminoacetamido] cephalosporins". . . Retrieved 2008/06/13.