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Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Structure
CAS No.
161797-99-5
Chemical Name:
Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Synonyms
ethyl 2-(4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylate;Febuxostat-8;Febuxostat Impurity A-1;3-thiazole-5-carboxylate;ethyl 2-(4-hydroxyphenyl);Intermediates of Febuxostat;Intermediate 2 of non brucite;Febuxostat Desaldehyde Impurity;Ethyl 2-(4-hydroxyphenyl)-4-methyl-1;Febuxostat Descyano Hydroxy Ethyl Ester
CBNumber:
CB02128586
Molecular Formula:
C13H13NO3S
Molecular Weight:
263.31
MOL File:
161797-99-5.mol
MSDS File:
SDS
Modify Date:
2024/7/29 15:17:36

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Properties

Melting point 180 ºC
Boiling point 426.8±55.0 °C(Predicted)
Density 1.274
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Very Slightly)
form Solid
pka 8.56±0.15(Predicted)
color Off-White
InChI InChI=1S/C13H13NO3S/c1-3-17-13(16)11-8(2)14-12(18-11)9-4-6-10(15)7-5-9/h4-7,15H,3H2,1-2H3
InChIKey LOCYSKNNFCGDTR-UHFFFAOYSA-N
SMILES S1C(C(OCC)=O)=C(C)N=C1C1=CC=C(O)C=C1
CAS DataBase Reference 161797-99-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
NFPA 704
1
2 0

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ALFA India ALF-H52223-06 Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate, 97% 161797-99-5 5g ₹49242 2022-05-26 Buy
ALFA India ALF-H52223-03 Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate, 97% 161797-99-5 1g ₹12345 2022-05-26 Buy
Product number Packaging Price Buy
ALF-H52223-06 5g ₹49242 Buy
ALF-H52223-03 1g ₹12345 Buy

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Chemical Properties,Uses,Production

Uses

Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate is used in the synthesis of the major metabolites of Febuxostat (F229000), a xanthine oxidase/xanthine dehydrogenase inhibitor. Used for treatment of hyperuricemia and chronic gout. 40-120 mg/day febuxostat was proven effective in lowering serum urate levels when administered to manage hyperuricemia in patients with gout.

Synthesis

A mixture of 4-cyanophenol, NaOH, and ethanol was mixed in a pressure bottle while heated to 80° C. Hydrogen sulfide gas was then introduced, and the pressure increased to 30-60 psi until the thioamidation was determined to be complete by HPLC. Without isolating the thioamide product, HCl was added to the bottle until the pH was below 3.5, the H2S gas was removed, and the bottle was placed under a vacuum for 20 minutes at 30-40° C. The reaction was then heated to 70° C, and ethyl 2-chloroacetoacetate(1.1 eq.) was added to the reaction solution. The reaction was mixed under reflux for 2-3 hours, treated with enough H2O to dissolve the NaCl salt in the reaction mixture, cooled to room temperature, treated with enough water to precipitate the product, and the solid was collected by filtration. The precipitate was washed with water and dried at 80° C. with nitrogen bleeding to provide Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate. ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Preparation Products And Raw materials

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ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate Ethyl 2-(4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate 2-(4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylicacid ethyl ester 5-Thiazolecarboxylic acid, 2-(4-hydroxyphenyl)-4-Methyl-, ethyl ester Intermediates of Febuxostat Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Ethyl 2-(4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Febuxostat Descyano Hydroxy Ethyl Ester 3-thiazole-5-carboxylate Ethyl 2-(4-hydroxyphenyl)-4-methyl-1 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxytic acid ethyl ester ethyl 4-methyl-2-(4-oxocyclohexa-2,5-dien-1-ylidene)-3H-1,3-thiazole-5-carboxylate ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 2- Febuxostat Desaldehyde Impurity CAS 161797-99-5 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxytic acid ethyl Febuxostat intermediates,Ethyl 2-(4-hydroxyphenyl)-4- methylthiazole-5-carboxylate Ethyl2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate,97% ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carb Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Ethyl 2- Febuxostat-8 ethyl 2-(4-hydroxyphenyl) Febuxostat Impurity, Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate (G) ethyl 2-(4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylate Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate(G) Ethyl 2-(4-hydroxyphenyl)-4- ethylthiazole-5-carboxylate Intermediate 2 of non brucite Febuxostat Impurity A-1 Ethyl 2-(4-+B1:C32Hydroxyphenyl)-4-Methyl-5- Thiazolecarboxylate Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate(F2) 161797-99-5 161798-99-5 Febuxostat Intermediates Febuxostat intermediate