3-Isothiazolecarboxylic acid Chemical Properties

Boiling point:

178 °C

Density 

1.525

Flash point:

62 °C

storage temp. 

2-8°C

pka

1.08±0.10(Predicted)

form 

solid

color 

Beige

Safety Information

HS Code 

2934100090

3-Isothiazolecarboxylic acid Usage And Synthesis

Uses

3-Isothiazolecarboxylic acid

Synthesis

The general procedure for the synthesis of isothiazole-3-carboxylic acid using 3-methylisothiazole as starting material was as follows: chromium(IV) oxide (9.00 mmol) was added batchwise to a solution of 3-methylisothiazole (3.03 mmol) dissolved in fuming sulphuric acid (10 mL) under the condition of ice bath at 0°C. The reaction mixture was gradually warmed to room temperature and the reaction was stirred at this temperature for 16 hours. Upon completion of the reaction, the mixture was diluted with ice water (100 mL) followed by multiple extractions with ether (6 x 200 mL). All organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by preparative high performance liquid chromatography (HPLC) to give isothiazole-3-carboxylic acid in 13% yield as a white solid. The structure of the product was confirmed by 1H-NMR (400 MHz, DMSO-d6) and LC/MS: 1H-NMR δ 3.43 (s, 1H), 9.17 (d, 1H), 7.80 (d, 1H), 3.43 (s, 1H); LC/MS (ESI) m/z [M + 1]+ 128.

References

[1] Patent: WO2018/160878, 2018, A1. Location in patent: Page/Page column 183
[2] Patent: WO2009/55437, 2009, A2. Location in patent: Page/Page column 66
[3] Journal of the Chemical Society, 1965, p. 7274 - 7276
[4] Journal of the Chemical Society, 1965, p. 7277 - 7282

3-Isothiazolecarboxylic acid(4576-90-3)Related Product Information

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• Stearic acid
• Isothiazole
• 2-Methyl-4-isothiazolin-3-one
• Benzothiazole
• Ethyl 2-(Chlorosulfonyl)acetate
• Fosthiazate
• 2-Mercaptobenzothiazole
• 4-Isothiazolecarbonitrile
• Isothiazol-5-amine hydrochloride
• ISOXAZOLE-5-CARBOXAMIDE
• thiazol-3-one
• Citric acid
• Ascoric Acid
• 4-Carboxyisothiazole
• Isothiazol-4-ylMethanaMine
• 3-Isothiazolecarboxamide