Ethyl 2-iodo-1,3-thiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 2-iodo-1,3-thiazole-5-carboxylate
• CAS No.: 83553-48-4
• Molecular Formula: C6H6INO2S
• DSSTox Substance ID: DTXSID501244220
• Nikkaji Number: J2.848.170E
• Mol file: 83553-48-4.mol

Synonyms:83553-48-4;Ethyl 2-iodo-1,3-thiazole-5-carboxylate;5-Thiazolecarboxylic acid, 2-iodo-, ethyl ester;SCHEMBL3332696;DTXSID501244220;2-Iodothiazole-5-carboxylic acid ethyl ester

Chemical Property of Ethyl 2-iodo-1,3-thiazole-5-carboxylate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 282.91640
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C(S1)I

Technology Process of Ethyl 2-iodo-1,3-thiazole-5-carboxylate

There total 1 articles about Ethyl 2-iodo-1,3-thiazole-5-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: 34.2%

2-(trimethylsilyl)thiazole (79265-30-8) + chloroformic acid ethyl ester (541-41-3) → ethyl 2-chloro-thiazole-5-carboxylate (81449-93-6) + ethyl 2-iodothiazole-5-carboxylate (83553-48-4)

Guidance literature:

2-(trimethylsilyl)thiazole; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h;

chloroformic acid ethyl ester; In diethyl ether; hexane; at -78 - 20 ℃; for 1h;

With iodine; In tetrahydrofuran; diethyl ether; hexane; at -78 - 20 ℃; for 15h;

DOI:10.1002/ejoc.201000096

Reference yield: 96.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + ethyl 2-iodothiazole-5-carboxylate (83553-48-4) → ethyl thiazole-5-carboxylate (32955-22-9) + ethyl 3-(2-thienyl)isothiazole-4-carboxylate (1240399-14-7)

Guidance literature:

In acetonitrile; for 13.5h; UV-irradiation;

DOI:10.1002/ejoc.201000096

Reference yield: 90.0%

ethyl 2-iodothiazole-5-carboxylate (83553-48-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → ethyl 3-phenyl-1,2-thiazole-4-carboxylate (67049-00-7)

Guidance literature:

for 16h; UV-irradiation;

DOI:10.1002/ejoc.201000096

upstream raw materials:

2-(trimethylsilyl)thiazole

chloroformic acid ethyl ester

Downstream raw materials:

ethyl thiazole-5-carboxylate

ethyl 3-(2-thienyl)isothiazole-4-carboxylate

ethyl 3-(5-bromo-2-thienyl)isothiazole-4-carboxylate

ethyl 3-phenyl-1,2-thiazole-4-carboxylate