5-Formylisothiazole
1,2-Thiazole-5-carbaldehyde
CAS: 5242-57-9
Molecular Formula: C4H3NOS
5-Formylisothiazole - Names and Identifiers
| Name | 1,2-Thiazole-5-carbaldehyde |
| Synonyms | 5-Formylisothiazole ISOTHIAZOLE-5-CARBALDEHYDE 1,2-Thiazole-5-carbaldehyde 5-Isothiazolecarboxaldehyde 1,2-thiazole-5-carbaldehyde Isothiazole-5-carboxaldehyde Isothiazole-5-carboxyaldehyde |
| CAS | 5242-57-9 |
| InChI | InChI=1/C4H3NOS/c6-3-4-1-2-5-7-4/h1-3H |
5-Formylisothiazole - Physico-chemical Properties
| Molecular Formula | C4H3NOS |
| Molar Mass | 113.14 |
| Density | 1.350 |
| Boling Point | 100.7℃ |
| Flash Point | 14.7℃ |
| Vapor Presure | 36.3mmHg at 25°C |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.621 |
5-Formylisothiazole - Reference Information
| application | isothiazol-5-formaldehyde is a pharmaceutical intermediate, and it has been reported in the literature that it can be used to prepare PFKFB3 and/or PFKFB4 Inhibitors. |
| Preparation | Dilute hydroxylamine-O-sulfonic acid (730 mg,6.5 mmol) to water (2.5 mL), cool to 0°C, and use 4,4-Diethoxybutan-2-acetylaldehyde (1g,6.5 mmol) treatment, and stir the reaction mixture at 0°C for 10 minutes. Then one equivalent of solid NaHCO3(545 mg,6.5 mmol) was added, then NaSH aqueous solution (5 mL,7.1 mmol,1.4 M) was added, and the mixture was warmed to room temperature for 3 hours, then washed with water and ether, and the organic phase was vacuum concentrated to obtain pure isothiazole diacetal (370mg). The acetal (370mg,1.98mmol) was diluted into wet acetone (10mL), treated with a catalytic amount of p-toluenesulfonic acid, and the mixture was heated and refluxed for 1 hour. The mixture was cooled to 23°C, partitioned between a saturated aqueous solution of sodium bicarbonate and ether, and the organic phase was vacuum concentrated to give the title compound. yield (330mg). |
Last Update：2024-04-09 02:00:09
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