4-Thiazolecarboxylic acid Chemical Properties

Melting point:

195-199 °C (lit.)

Boiling point:

191 °C

Density 

1.525±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.57±0.10(Predicted)

color 

White to Off-White

λmax

230nm(EtOH)(lit.)

InChI

InChI=1S/C4H3NO2S/c6-4(7)3-1-8-2-5-3/h1-2H,(H,6,7)

InChIKey

HMVYYTRDXNKRBQ-UHFFFAOYSA-N

SMILES

S1C=C(C(O)=O)N=C1

CAS DataBase Reference

3973-08-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29341000

MSDS

• Language:English Provider:SigmaAldrich

4-Thiazolecarboxylic acid Usage And Synthesis

Chemical Properties

Pale yellow to white solid

Uses

4-Thiazolecarboxylic Acid (cas# 3973-08-8) is a compound useful in organic synthesis.

Synthesis

The general procedure for the synthesis of thiazole-4-carboxylic acid from 4-methylthiazole was as follows: 4-methylthiazole (19.8 g, 0.2 mol), 200 mL of water, and potassium permanganate (173.8 g, 1.1 mol) were added to a 500 mL three-necked flask, which was heated to 55 °C with stirring and kept for 22 hours. After completion of the reaction, the reaction mixture was cooled and filtered. The filter cake (mainly composed of manganese dioxide) was washed with hot water at 50°C. The filtrate was adjusted to pH 3 with dilute hydrochloric acid, precipitated as a solid and filtered. The filter cake was washed with a small amount of water and dried to give 18.1 g of thiazole-4-carboxylic acid in 70.2% yield, melting point 196-198 °C.

References

[1] Angewandte Chemie, 1992, vol. 104, # 6, p. 748 - 749
[2] Patent: CN104557902, 2018, B. Location in patent: Paragraph 0063; 0076; 0081; 0088; 0089; 0102

4-Thiazolecarboxylic acid(3973-08-8)Related Product Information

• 2-(2-Aminothiazol-4-yl)glyoxylic acid
• 2-Mercaptobenzothiazole
• Thiazole
• Benzothiazole
• 2,2'-Dithiobis(benzothiazole)
• Fosthiazate
• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• 5-THIAZOLECARBOXYLIC ACID
• Thiazole-4-carboxaldehyde
• THIAZOLE-2-CARBOXYLIC ACID
• THIAZOLE-4-CARBOXAMIDE
• 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID
• Ethyl thiazole-5-carboxylate
• 2-THIAZOLE-4-BORONIC ACID
• THIAZOLO[5,4-B]PYRIDIN-2-AMINE
• Ethyl thiazole-2-carboxylate
• thiazol-4-ylboronic acid pinacol ester
• C-THIAZOL-4-YL-METHYLAMINE HYDROCHLORIDE