| Identification | Back Directory | [Name]
1H-Indazol-5-ol, 4-chloro- | [CAS]
478834-25-2 | [Synonyms]
4-Chloro-1H-indazol-5-ol
1H-Indazol-5-ol, 4-chloro-
4-Chloro-4-hydroxy-1H-indazole | [Molecular Formula]
C7H5ClN2O | [MDL Number]
MFCD16659073 | [MOL File]
478834-25-2.mol | [Molecular Weight]
168.58 |
| Hazard Information | Back Directory | [Chemical Properties]
Solid | [Synthesis]
At room temperature, 1H-indazol-5-ol (1.60 g, 11.9 mmol) was dissolved in tetrahydrofuran (50 mL) and N-chlorosuccinimide (1.59 g, 11.9 mmol) was added. After 1 hour of reaction, the mixture was warmed up to 40 °C to continue the reaction for 2 hours, followed by warming up to 50 °C for 5 hours. Upon completion of the reaction, the reaction solution was poured into water (100 mL) and extracted with ethyl acetate (3 × 100 mL). The organic layers were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford 4-chloro-5-hydroxy-1H-indazole (1.7365 g, 86% yield).1H-NMR (DMSO-d6) δ: 7.09 (1H, d, J = 8.8 Hz), 7.33 (1H, d, J = 8.8 Hz), 7.90 (1H, s) 9.71 (1H, s), 13.10 (1H, s). | [References]
[1] Patent: EP1403255, 2004, A1. Location in patent: Page 120 |
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