THIAZOLE-2-CARBOXYLIC ACID Chemical Properties

Melting point:

91.6-93°C

Boiling point:

310.6±25.0 °C(Predicted)

Density 

1.525±0.06 g/cm3(Predicted)

storage temp. 

-20°C

pka

2.95±0.10(Predicted)

form 

Solid

Appearance

White to off-white Solid

Water Solubility 

Slightly soluble in water.

CAS DataBase Reference

14190-59-1(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-22

WGK Germany 

1

HS Code 

29349990

THIAZOLE-2-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Beige to light yellow powder

Uses

Thiazole-2-carboxylic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Synthesis

General procedure for the synthesis of thiazole-2-carboxylic acid from ethyl 2-thiazolecarboxylate: 2N aqueous KOH solution (3.5 mL, 5 eq.) was added to a solution of ethyl 2-thiazolecarboxylate (213 mg, 1.355 mmol) in ethanol (3 mL) at 116 °C. The reaction mixture was stirred at room temperature for 2 hours and then acidified with 2N HCl (3.5 mL). The acidified mixture was allowed to stand overnight and needle-like crystals were precipitated and collected by filtration to give thiazole-2-carboxylic acid (43.3 mg, 25% yield).

References

[1] Patent: US2007/185056, 2007, A1. Location in patent: Page/Page column 49
[2] Helvetica Chimica Acta, 1945, vol. 28, p. 924
[3] Patent: WO2008/76243, 2008, A2. Location in patent: Page/Page column 75
[4] Patent: WO2008/85316, 2008, A1. Location in patent: Page/Page column 73
[5] Patent: WO2006/138373, 2006, A2. Location in patent: Page/Page column 128-129

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