Ethyl 2-amino-4-phenyl-5-thiazolecarboxylate

Base Information

• Chemical Name: Ethyl 2-amino-4-phenyl-5-thiazolecarboxylate
• CAS No.: 64399-23-1
• Molecular Formula: C12H12N2O2S
• Molecular Weight: 248.305
• Hs Code.: 29341000
• Mol file: 64399-23-1.mol

Synonyms:2-Amino-4-phenylthiazole-5-carboxylicacid ethyl ester;Ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate;Ethyl2-amino-4-phenylthiazole-5-carboxylate;NSC 119931;

Chemical Property of Ethyl 2-amino-4-phenyl-5-thiazolecarboxylate

Chemical Property:

• Appearance/Colour: Light brown crystalline powder
• Vapor Pressure: 2.94E-08mmHg at 25°C
• Melting Point: 169-173 °C(lit.)
• Refractive Index: 1.617
• Boiling Point: 449.1 °C at 760 mmHg
• PKA: 2.51±0.10(Predicted)
• Flash Point: 225.4 °C
• PSA: 93.45000
• Density: 1.279 g/cm³
• LogP: 3.15020
• Solubility.: soluble in Dimethylformamide

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-amino-4-methylthiazole-5-carboxylate, HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnXi
• Hazard Codes: Xn,Xi
• Statements: 22-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of Ethyl 2-amino-4-phenyl-5-thiazolecarboxylate

There total 8 articles about Ethyl 2-amino-4-phenyl-5-thiazolecarboxylate 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: 96.0%

ethyl 3-oxo-3-phenylpropionate (94-02-0) + thiourea (17356-08-0) → ethyl 4-phenyl-2-aminothiazole-5-carboxylate (64399-23-1)

Guidance literature:

With N-Bromosuccinimide; xanthan sulfuric acid; at 20 ℃; for 0.3h;

DOI:10.2174/157017811797249443

Reference yield: 89.0%

ethyl 2-chloro-3-oxo-3-phenylpropionate (41381-97-9,146368-56-1) + thiourea (17356-08-0) → ethyl 4-phenyl-2-aminothiazole-5-carboxylate (64399-23-1)

Guidance literature:

In ethanol; Heating / reflux;

Reference yield: 79.0%

ammonium thiocyanate + ethyl 2-bromo-3-oxo-3-phenylpropionate (55919-47-6) → ethyl 4-phenyl-2-aminothiazole-5-carboxylate (64399-23-1)

Guidance literature:

With 1-methyl-1H-imidazole; In water; isopropyl alcohol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2012.07.080

upstream raw materials:

ethyl 2-chloro-3-oxo-3-phenylpropionate

thiourea

[hydroxy(tosyloxy)iodo]benzene

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

ethyl 2-((tert-butoxycarbonyl)amino)-4-phenylthiazole-5-carboxylate

2-amino-4-phenylthiazole-5-carboxylic acid

ethyl-2-bromo-4-phenyl-1,3-thiazol-5-carboxylate

ethyl 2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-4-phenyl-1,3-thiazole-5-carboxylate

Refernces

• 1、 Zhu, Yan-Ping,Yuan, Jing-Jing,Zhao, Qin,Lian, Mi,Gao, Qing-He,Liu, Mei-Cai,Yang, Yan,Wu, An-Xin. "I2/CuO-catalyzed tandem cyclization strategy for one-pot synthesis of substituted 2-aminothiozole from easily available aromatic ketones/α,β-unsaturated ketones and thiourea". supporting information; experimental part. p. 173 - 178. Retrieved 2012/01/05.
• 2、 Kuarm, Bowroju S.,Madhav, Janganati V.,Rajitha, Bhargavi. "Xanthan sulfuric acid: An efficient bio-supported and recyclable solid acid catalyst for the synthesis of 2-aminothiazole-5-carboxylates and 2-aminoselenazole-5-carboxylates". experimental part. p. 549 - 553. Retrieved 2012/06/04.