| Identification | More | [Name]
3-Amino-5-nitroindazole | [CAS]
41339-17-7 | [Synonyms]
3-AMINO-5-NITROINDAZOLE
5-NITRO-1H-INDAZOL-3-AMINE
3-Amino-5-nitro-1H-indazole | [Molecular Formula]
C7H6N4O2 | [MDL Number]
MFCD00179824 | [Molecular Weight]
178.15 | [MOL File]
41339-17-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
254-256°C | [Boiling point ]
485.2±25.0 °C(Predicted) | [density ]
1.631±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [pka]
12.60±0.40(Predicted) | [Appearance]
Light brown to orange Solid | [InChI]
InChI=1S/C7H6N4O2/c8-7-5-3-4(11(12)13)1-2-6(5)9-10-7/h1-3H,(H3,8,9,10) | [InChIKey]
SWZRTDLKPZAFDT-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C([N+]([O-])=O)C=C2)C(N)=N1 | [CAS DataBase Reference]
41339-17-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H332-H335 | [Precautionary statements ]
P261-P280-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2933998090 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 3-amino-5-nitroindazole from 2-fluoro-5-nitrobenzonitrile: 2-fluoro-5-nitrobenzonitrile (1.0 g, 6.02 mmol) was dissolved in n-butanol (20 mL). Subsequently, hydrazine hydrate (420 μL, 7.22 mmol) was added to this solution. The reaction mixture was stirred at 110 °C for 2 h and then cooled to room temperature. Dichloromethane (MC) was added to the reaction mixture and the precipitate precipitated was filtered to afford the target compound in 84% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.89 (d, 1H), 8.05 (dd, 1H), 7.34 (d, 2H), 5.98 (s, 2H). The molecular weight was measured as 178.15 by mass spectrometry. | [References]
[1] Patent: US2017/158642, 2017, A1. Location in patent: Paragraph 0075; 0076
[2] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 23, p. 5293 - 5297
[3] Patent: US2004/9968, 2004, A1
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 550 - 554
[5] Patent: WO2013/55984, 2013, A1. Location in patent: Paragraph 00342 |
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