Ethyl 2,4-dimethylthiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 2,4-dimethylthiazole-5-carboxylate
• CAS No.: 7210-77-7
• Molecular Formula: C8H11NO2S

• Molecular Weight: 185.247
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID70345334
• Nikkaji Number: J40.171D
• Wikidata: Q69758990
• Mol file: 7210-77-7.mol

Synonyms:ethyl 2,4-dimethylthiazole-5-carboxylate;7210-77-7;Ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate;5-Thiazolecarboxylic acid, 2,4-dimethyl-, ethyl ester;ethyl-2,4-dimethyl-Thiazole-5-Carboxylate;SCHEMBL2498385;DTXSID70345334;BCP21417;MFCD00052874;STK417951;5-ethoxycarbonyl-2,4-dimethylthiazole;AKOS002350028;CCG-105659;CS-W016948;NCGC00324903-01;AM804279;BP-10459;CS-10941;Ethyl-2,4-Dimethylthiazole-5-Carboxylate;TS-02581;A9400;BB 0238153;FT-0636392;EN300-64325;ETHYL2,4-DIMETHYLTHIAZOLE-5-CARBOXYLATE;AB01319469-02;Ethyl 2,4-dimethylthiazole-5-carboxylate, 97%;Ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate #;2,4-Dimethyl-5-thiazolecarboxylic acid ethyl ester;2,4-Dimethyl-thiazole-5-carboxylic acid ethyl ester;Z48850645

Chemical Property of Ethyl 2,4-dimethylthiazole-5-carboxylate

Chemical Property:

• Appearance/Colour: off-white to yellow powder or chunks
• Vapor Pressure: 0.017mmHg at 25°C
• Melting Point: 48-50 °C
• Refractive Index: 1.525
• Boiling Point: 254.3 °C at 760 mmHg
• PKA: 2.29±0.10(Predicted)
• Flash Point: 107.6 °C
• PSA: 67.43000
• Density: 1.164 g/cm³
• LogP: 1.93660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 185.05104977
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

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

Ethyl 2,4-dimethylthiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C(S1)C)C
• Description: ethyl-2,4-dimethyl-Thiazole-5-carboxylate is a highly functionalized and biased thiazole used for drug discovery. It is used as a heterocyclic building block to specifically modify lead compounds.

Technology Process of Ethyl 2,4-dimethylthiazole-5-carboxylate

There total 4 articles about Ethyl 2,4-dimethylthiazole-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: 95.0%

thioacetamide (62-55-5) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate (7210-77-7)

Guidance literature:

With 1-(n-butyl)-3-methylimidazolium triflate; at 20 ℃;

DOI:10.1007/s00706-008-0065-7

Reference yield: 75.0%

ethyl acetoacetate (141-97-9) + thioacetamide (62-55-5) → ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate (7210-77-7)

Guidance literature:

ethyl acetoacetate; With 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione; In water; at 70 ℃; for 0.333333h;

thioacetamide; In water; acetonitrile; at 70 ℃; for 0.333333h;

DOI:10.1055/s-0037-1610243

Reference yield:

Methyl 4-chloroacetoacetate (32807-28-6,935731-94-5) + thioacetamide (62-55-5) → ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate (7210-77-7)

Guidance literature:

With potassium carbonate; In ethanol;

upstream raw materials:

thioacetamide

ethyl 2-chloro-3-oxo-butyrate

acetamide

Methyl 4-chloroacetoacetate

Downstream raw materials:

(2,4-dimethyl-1,3-thiazol-5-yl)methanol

(2,4-dimethyl-thiazol-5-yl)-acetonitrile

1-(2,4-dimethyl-1,3-thiazol-5-yl)methanamine

2,4-dimethyl-5-amino-thiazole

Refernces

• 1、 Ghonim, Aya E.,Ligresti, Alessia,Rabbito, Alessandro,Mahmoud, Ali Mokhtar,Di Marzo, Vincenzo,Osman, Noha A.,Abadi, Ashraf H.. "Structure-activity relationships of thiazole and benzothiazole derivatives as selective cannabinoid CB2 agonists with in vivo anti-inflammatory properties". . p. 154 - 170. Retrieved 2019/07/12.
• 2、 Yavari, Issa,Sayyed-Alangi, S. Zahra,Hajinasiri, Rahimeh,Sajjadi-Ghotbabadi, Hadi. "A one-pot synthesis of functionalized ethyl 1,3-thiazole-5-carboxylates from thioamides or thioureas and 2-chloro-1,3-dicarbonyl compounds in an ionic liquid". experimental part. p. 209 - 211. Retrieved 2010/03/26.