Name | 6-aminoindazole |
Synonyms | Aminoidazole 6-Aminoidazole 6-aminoindazole 6-Aminsindazole 6-AMINOINDAZOLE Aminoindazole, 6- AKOS BBS-00003578 indazol-6-ylamine 1h-indazol-6-amine 1H-indazol-6-amine 6-AMINO-1H-INDAZOLE 6-AMINOBENZOPYRAZOLE LABOTEST-BB LT00114795 5-bromo-N'-{[(1-bromonaphthalen-2-yl)oxy]acetyl}furan-2-carbohydrazide |
CAS | 6967-12-0 |
EINECS | 230-177-1 |
InChI | InChI=1/C17H12Br2N2O4/c18-14-8-7-13(25-14)17(23)21-20-15(22)9-24-12-6-5-10-3-1-2-4-11(10)16(12)19/h1-8H,9H2,(H,20,22)(H,21,23) |
InChIKey | KEJFADGISRFLFO-UHFFFAOYSA-N |
Molecular Formula | C7H7N3 |
Molar Mass | 133.15 |
Density | 1.367±0.06 g/cm3(Predicted) |
Melting Point | 204-206 °C (dec.) (lit.) |
Boling Point | 376.6±15.0 °C(Predicted) |
Flash Point | 363.8°C |
Solubility | soluble in Methanol |
Vapor Presure | 3.06E-18mmHg at 25°C |
Appearance | Crystalline powder |
Color | Tan |
pKa | 15.61±0.40(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.662 |
MDL | MFCD00005696 |
Physical and Chemical Properties | Light brown solid |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
RTECS | NK7712000 |
HS Code | 29339980 |
Use | 6-aminoindazole is an organic intermediate, it is reported that 6-aminoindazole can be used to prepare antitumor compound cyy-260. |
preparation | 6-aminoindazole 6-nitroindazole can be prepared from 2-amino-4-nitrotoluene ring first, the nitro group was then reduced to give 6-aminoindazole. 2-amino-4-nitrotoluene (5.00g,32.9mmol) was dissolved in glacial acetic acid (235mL), and sodium nitrite (2.50g,36.2mmol) was added at one time under stirring. In the water (6mL) solution, keep the system temperature not higher than 20 ℃, stir the reaction for 24h, the system is distilled off most of the glacial acetic acid under reduced pressure, add a large amount of water, precipitate a large number of solids, the solid obtained after Suction filtration was washed with water and dried under vacuum to give 6-nitroindazole. take 6-nitroindazole (1.00g,6.10mmol),10% Pd/C(0.200g), dissolve in methanol (60ml), add formate amine (3.86g,61.0mmol) and heated to reflux with stirring. The reaction was about 50min. The reaction was complete as monitored by TLC. After filtration, the catalyst was removed and washed with methanol (30ml), the solvent was recovered under reduced pressure to obtain 6-aminoindazole as an initial product. |