Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

Product Name: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
CAS No.: 161798-01-2
Chemical Name: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Synonyms: ETHYL 2-(3-FORMYL-4-HYDROXYPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLATE;Febuxostat-23;Febuxostat PI-2;-4-hydroxyphenyL;Febuxostat Impurity 1;Febuxostat Impurities1;Febuxostat Impurity Z17;Febuxostat intermediate3;Ethyl 2-(3-formyl-4-hydroxyphenyl);Febuxostat Inter. (avoid the patent)
CBNumber: CB12128604
Molecular Formula: C14H13NO4S
Formula Weight: 291.32
MOL File: 161798-01-2.mol

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Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Property

Melting point:: 116 °C
Boiling point:: 446.7±55.0 °C(Predicted)
Density: 1.335
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 6.81±0.20(Predicted)
color: Pale Yellow to Yellow
InChI: InChI=1S/C14H13NO4S/c1-3-19-14(18)12-8(2)15-13(20-12)9-4-5-11(17)10(6-9)7-16/h4-7,17H,3H2,1-2H3
InChIKey: NJRGQNNSIAFIJC-UHFFFAOYSA-N
SMILES: S1C(C(OCC)=O)=C(C)N=C1C1=CC=C(O)C(C=O)=C1
CAS DataBase Reference: 161798-01-2(CAS DataBase Reference)

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Safety

HS Code: 2934100090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TCI Chemical

Product number: E1394
Product name: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 5G
Price: $58
Updated: 2025/07/31

TCI Chemical

Product number: E1394
Product name: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 25G
Price: $173
Updated: 2025/07/31

TRC

Product number: E918105
Product name: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 250mg
Price: $105
Updated: 2021/12/16

TRC

Product number: E918105
Product name: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 500mg
Price: $185
Updated: 2021/12/16

Ark Pharm

Product number: P000219190
Product name: Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Purity: 98%
Packaging: 250mg
Price: $6
Updated: 2021/12/16

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Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Chemical Properties,Usage,Production

Description

Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate is a pharmaceutical intermediate used in the preparation of the xanthine oxidase inhibitor febuxostat, which is used in the treatment of hyperuricaemia and gout. It is also used in the synthesis of novel thiazolyl α-aminophosphonates.

Chemical Properties

Yellow or yellow powder

Uses

Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate is a product prepared via reaction 4-Hydroxybenzene-1-benzothiomide with ethyl-2-chloro acetoacetate. An antibacterial agent and antifungal activity against C.albicans.

Synthesis

161797-99-5

100-97-0

161798-01-2

The general procedure for the synthesis of ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate from ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate and urotropine was as follows: 120 kg of polyphosphoric acid was added to a clean and dry 200 L reactor, stirred and heated to 40-50°C. After stirring, 20 kg ( 76.0 mol) ethyl 2-(4-hydroxyphenyl)-4-methyl-5-thiazolecarboxylate and 11 kg (76.3 mol) hexamethylenetetramine (HMTA) were added sequentially. After the addition was completed, the reaction mixture was heated to 93°C for 3 hours. After completion of the reaction, the reaction solution was slowly poured into dilute aqueous glacial acetic acid solution for hydrolysis for 20 min. The reaction mixture was extracted with 300 L of ethyl acetate in three portions and the organic phases were combined. To the organic phase, 10 kg of anhydrous sodium sulfate was added for drying, and after filtration, the filtrate was concentrated under reduced pressure to obtain 210 mg of ethyl acetate solvent. To the concentrate, 100 kg of water was added and stirred to induce crystallization, followed by centrifugal separation and drying, resulting in 18.0 kg of light yellow intermediate product in 81.3% yield. The intermediate 2-(3-formyl-4-hydroxyphenyl)-4-methyl-5-thiazolecarboxylic acid ethyl ester was tested to be 99.4%, and the dicarboxylic acid impurity content was 0.008%.

References

[1] Patent: CN106366048, 2017, A. Location in patent: Paragraph 0007; 0008; 0009; 0010; 0011; 0012
[2] Patent: WO2012/14117, 2012, A1. Location in patent: Page/Page column 12
[3] Patent: WO2012/131590, 2012, A1. Location in patent: Page/Page column 15; 21-23
[4] Patent: WO2012/168948, 2012, A2. Location in patent: Page/Page column 10-11
[5] Letters in Organic Chemistry, 2015, vol. 12, # 3, p. 217 - 221

Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Suppliers

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View Lastest Price from Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate manufacturers

HEBEI BRANT PHARMACEUTICAL CO.,LTD

Product: Ehtyl 2-(3-Formyl-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate 161798-01-2
Price: US $0.00-0.00/kg
Min. Order: 2kg
Purity: 99%
Supply Ability: 20 tons
Release date: 2025-07-04

Anhuyan (Hainan) Biotechnology Co., LTD

Product: Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 161798-01-2
Price: US $0.00-0.00/kg
Min. Order: 0.0001kg
Purity: 99%
Supply Ability: 2000000T
Release date: 2025-06-16

Jinan Jianfeng Chemical Co., Ltd

Product: ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate 161798-01-2
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 20ton
Release date: 2024-08-09

161798-01-2, Ethyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylateRelated Search:

Febuxostat Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate isopropyl 2-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate 2,2'-[4-(2-Methylpropoxy)-1,3-phenylene]bis[4-Methyl-5-thiazolecarboxylic Acid 5,5'-DiMethyl Ester Febuxostat Impurity 14 2-(3-cyano-4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid Febuxostat Impurity 6 2,2'-[4-(2-Methylpropoxy)-1,3-phenylene]bis[4-Methyl-5-thiazolecarboxylic Acid 2-[3-Carboxy-4-(2-Methylpropoxy)phenyl]-4-Methyl-5-thiazolecarboxylic Acid 2-(3-cyano-4-propoxyphenyl)-4-methylthiazole-5-carboxylic acid Febuxostat Impurity 8 4-(2-Methylpropoxy)-1,3-benzenedicarbothioaMide Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate 3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide Ethyl 2-(3-bromo-4-isobutoxyphenyl)- 4-methyl-5-thiazolecarboxylate 4-HYDROXYTHIOBENZAMIDE ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

2-(3-Formyl-4-hydroxy-phenyl)-4-methyl-thiazole-5-carboxylic acid ethyl ester

Thiazolecarboxylicacid,2-(3-forMyl-4-hydroxyphenyl)-4-Methyl-,ethylester

5-carboxylato-1-ethyl-2-(3-forMyl-4-hydroxyphenyl)-4-Methyl-1H-1$l^{4},3-thiazol-1-yl

Ethyl 2-(3-forMyl-4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylate

5-carboxylato-1-ethyl-2-(3-forMyl-4-h

ETHYL 2-(3-FORMYL-4-HYDROXYPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLATE

Febuxostat-23

Febuxostat intermediate3

ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazo

5-Thiazolecarboxylicacid, 2-(3-forMyl-4-hydroxyphenyl)-4-Methyl-, ethyl ester

2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

Febuxostat Impurity 1

Febuxostat PI-2

Ethyl 2-(3-formyl-4-hydroxyphenyl)

2-(3-forMyl-4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylicacid ethyl ester

Febuxostat Impurity Z17

ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-

-4-hydroxyphenyL

ethyl-2-(3-formyl-4-hydroxyphenyl)-4-methyl thiozole-5-carboxylate

Febuxostat intermediates，Ethyl 2-(3-formyl-4-hydroxyphenyl)-4- methylthiazole-5-carboxylate

Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate 2-

Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carbox...

Febuxostat Impurities1

Ethyl 2-(3- aldehyde -4- hydroxyphenyl) -4- methylthiazole -5- carboxylate

Ethyl 2-(3-formyl-4-hydroxypheip)-4-methylthiazole-5-carboxylate

5-Thiazolecarboxylic acid, 2-(3-formyl-4-hydroxyphenyl)-4-methyl-, ethyl ester (9CI, ACI)

2-(3-formyl-4-hydroxyphenyl)-4-methyl-5-Thiazolecarboxylic acid ethyl ester (9CI ACI)

2-(3-formyl-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate（F3）

Ethyl 2-(3-formyl-4- hydroxyphenyl)-4-

2-(3-formyl-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylat

2- (3-aldehyde 4-hydroxyphenyl) -4-methylthiazole-5-carboxylic acid ethyl ester

cEthyl 2-(3-Formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

Ehtyl 2-(3-Formyl-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

Febuxostat Inter. (avoid the patent)

161798-01-2

Febuxostat intermediate

161798-01-2