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| | 5-Benzothiazolecarboxaldehyde,2-methyl-(8CI,9CI) Basic information |
| | 5-Benzothiazolecarboxaldehyde,2-methyl-(8CI,9CI) Chemical Properties |
| Melting point | 100.5 °C(Solv: ligroine (8032-32-4)) | | Boiling point | 316.3±15.0 °C(Predicted) | | density | 1.320±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 0.72±0.10(Predicted) | | Appearance | Light yellow to yellow Solid |
| | 5-Benzothiazolecarboxaldehyde,2-methyl-(8CI,9CI) Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 2-methyl-5-benzothiazolecarboxaldehyde from (2-methylbenzo[d]thiazol-5-yl)methanol: To a stirred solution of (2-methylbenzo[d]thiazol-5-yl)methanol (0.6 g, 3.35 mmol) in anhydrous dichloromethane (6 mL) was added sodium bicarbonate (1.12 g, 13.4 mmol), followed by Dess- Martin periodate (2.84 g, 6.70 mmol). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction mixture was diluted with dichloromethane (50 mL), washed sequentially with water (15 mL), 10% sodium bicarbonate solution (15 mL), and brine (15 mL), and dried over anhydrous sodium sulfate. After evaporation of the solvent, the target product 2-methyl-5-benzothiazolecarboxaldehyde was obtained. Yield: 99% (0.65 g, brown liquid). Product characterization data: 1H NMR (400 MHz, DMSO-d6): δ 10.12 (s, 1H), 8.25 (s, 1H), 7.80-7.79 (m, 2H), 2.86 (s, 3H). lcms (Method A): m/z 178.0 (M + H), retention time 2.84 min, purity 81.57% (maximum). | | References | [1] Angewandte Chemie - International Edition, 2006, vol. 45, # 47, p. 7942 - 7948
[2] J. Gen. Chem. USSR (Engl. Transl.), 1964, vol. 34, p. 3852 - 3856
[3] Zhurnal Obshchei Khimii, 1964, vol. 34, p. 3801 - 3806
[4] Synthetic Communications, 2002, vol. 32, # 11, p. 1647 - 1652
[5] Patent: WO2016/30443, 2016, A1. Location in patent: Page/Page column 98 |
| | 5-Benzothiazolecarboxaldehyde,2-methyl-(8CI,9CI) Preparation Products And Raw materials |
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