| Identification | Back Directory | [Name]
5-Benzothiazolecarboxaldehyde,2-methyl-(8CI,9CI) | [CAS]
20061-46-5 | [Synonyms]
2-Methyl-benzothiazole-5-carbaldehyde 2-Methyl-5-benzothiazolecarboxaldehyde 5-Benzothiazolecarboxaldehyde, 2-methyl- 2-Methyl-1,3-benzothiazole-5-carbaldehyde 5-Benzothiazolecarboxaldehyde,2-methyl-(8CI,9CI) | [Molecular Formula]
C9H7NOS | [MDL Number]
MFCD02690143 | [MOL File]
20061-46-5.mol | [Molecular Weight]
177.22 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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