Ethyl thiazole-4-carboxylate

Base Information

• Chemical Name: Ethyl thiazole-4-carboxylate
• CAS No.: 14527-43-6
• Molecular Formula: C6H7NO2S
• Molecular Weight: 157.193
• Hs Code.: 2934100090
• European Community (EC) Number: 800-336-5
• DSSTox Substance ID: DTXSID90407423
• Nikkaji Number: J1.835.748H
• Wikidata: Q72477376
• Mol file: 14527-43-6.mol

Synonyms:Ethyl thiazole-4-carboxylate;14527-43-6;Ethyl 4-Thiazolecarboxylate;ethyl 1,3-thiazole-4-carboxylate;4-THIAZOLECARBOXYLIC ACID, ETHYL ESTER;thiazole-4-carboxylic acid ethyl ester;MFCD03788566;ETHYLTHIAZOLE-4-CARBOXYLATE;4-Thiazole-4-13C-carboxylic acid, ethyl ester;4-Carboethoxythiazole;58420-94-3;4-ethoxycarbonyl thiazole;SCHEMBL243257;AMY9322;DTXSID90407423;XDOKFEJMEJKVGX-UHFFFAOYSA-N;Ethyl 4-thiazolecarboxylate, 97%;BCP29806;CL2512;AKOS005255781;AB16049;AC-7538;AS-8762;CS-W003106;4-(ETHOXYCARBONYL)-1,3-THIAZOLE;Ethyl thiazole-4-carboxylate, AldrichCPR;SY007521;BB 0310152;FT-0637097;EN300-56214;W-205620;Z851814010

Chemical Property of Ethyl thiazole-4-carboxylate

Chemical Property:

• Appearance/Colour: Pale-yellow crystalline solid
• Vapor Pressure: 0.0492mmHg at 25°C
• Melting Point: 42-44 °C
• Refractive Index: 1.53
• Boiling Point: 235.7 °C at 760 mmHg
• PKA: 0.38±0.10(Predicted)
• Flash Point: 96.4 °C
• PSA: 67.43000
• Density: 1.242 g/cm³
• LogP: 1.31980
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Dichloromethane, Ether, Ethyl Acetate
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 157.01974964
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

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

Ethyl 4-thiazolecarboxylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=CSC=N1
• Uses: Ethyl 4-Thiazolecarboxylate (cas# 14527-43-6) is a compound useful in organic synthesis.

Technology Process of Ethyl thiazole-4-carboxylate

There total 14 articles about Ethyl thiazole-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: 96.0%

Thiazole-4-carboxylic acid (3973-08-8) + ethanol (64-17-5) → ethyl thiazole-4-carboxylate (14527-43-6)

Guidance literature:

With thionyl chloride; at 80 ℃; Cooling with ice;

DOI:10.1021/acs.inorgchem.9b02993

Reference yield: 92.0%

ethyl thioformate (29392-46-9) + Ethyl isocyanoacetate (2999-46-4) → ethyl thiazole-4-carboxylate (14527-43-6)

Guidance literature:

In ethanol;

Reference yield: 88.0%

ethyl 2-bromothiazole-4-carboxylate (100367-77-9) → ethyl thiazole-4-carboxylate (14527-43-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; at 20 ℃; for 12h; atmospheric pressure;

DOI:10.1021/jm010297r

upstream raw materials:

ethyl 2-bromothiazole-4-carboxylate

thiocarboxamide

ethyl Bromopyruvate

ethyl thioformate

Downstream raw materials:

1,3-thiazol-4-ylmethanol

ethyl 5-(trifluoromethyl)thiazole-4-carboxylate

ethyl 2-(5-phenyloxazol-2-yl)thiazole-5-carboxylate

diethyl 2,2?-bithiazole-5,5?-dicarboxylate

Refernces

• 1、 Li, Shengrong,Chen, Siyu,Fan, Jilin,Cao, Zhen,Ouyang, Weihao,Tong, Ning,Hu, Xin,Hu, Jie,Li, Peishan,Feng, Zifeng,Huang, Xi,Li, Yuying,Xie, Mingshan,He, Ruikun,Jian, Jingyi,Wu, Biyuan,Xu, Chen,Wu, Weijian,Guo, Jialiang,Lin, Jing,Sun, Pinghua. "Anti-biofilm effect of novel thiazole acid analogs against Pseudomonas aeruginosa through IQS pathways". . p. 64 - 73. Retrieved 2018/01/10.
• 2、 Aulakh, Virender S.,Ciufolini, Marco A.. "An improved synthesis of pyridine-thiazole cores of thiopeptide antibiotics". supporting information; experimental part. p. 5750 - 5753. Retrieved 2009/12/06.