| Identification | Back Directory | [Name]
5-BROMO-6-METHYL-1H-INDAZOLE | [CAS]
885223-72-3 | [Synonyms]
-1H-indazoL
5-Bromo-6-methyL
5-Bromo-6-methylindazole
1H-Indazole, 5-broMo-6-Methyl- | [Molecular Formula]
C8H7BrN2 | [MDL Number]
MFCD09026991
| [MOL File]
885223-72-3.mol | [Molecular Weight]
211.06 |
| Chemical Properties | Back Directory | [Melting point ]
166-169°C | [Boiling point ]
344.6±22.0 °C(Predicted) | [density ]
1.654±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
13.21±0.40(Predicted) | [Appearance]
Yellow to brown Solid | [InChI]
InChI=1S/C8H7BrN2/c1-5-2-8-6(3-7(5)9)4-10-11-8/h2-4H,1H3,(H,10,11) | [InChIKey]
UTDBMGRTYFPTEC-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C(Br)C(C)=C2)C=N1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-bromo-6-methyl-1H-indazole (compound A3) from 1-(5-bromo-6-methyl-1H-indazol-1-yl)ethanone: 1-(5-bromo-6-methyl-1H-indazol-1-yl)ethanone (3.90 g, 15.4 mmol) was suspended in methanol (12 mL) and 2.0 mol/L hydrochloric acid (39 mL). The mixture was stirred at 100 °C for 1 hour. After completion of the reaction, 10 mol/L aqueous potassium hydroxide (10 mL) was slowly added to the mixture under cooling in an ice bath. The precipitate was separated by filtration to afford the target compound 5-bromo-6-methyl-1H-indazole (compound A3, 3.20 g, yield: 97%) as colorless crystals. The product was analyzed by ESI-MS showing m/z: 211 [M + H]+; 1H-NMR (CDCl3) δ (ppm): 2.53 (s, 3H), 7.38 (d, J = 1.0 Hz, 1H), 7.96 (s, 1H), 7.98 (d, J = 1.0 Hz, 1H). | [References]
[1] Patent: EP2308880, 2011, A1. Location in patent: Page/Page column 41
[2] Patent: WO2011/72488, 2011, A1. Location in patent: Page/Page column 17; 42 |
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