| Identification | More | [Name]
1H-INDAZOL-3-YLAMINE | [CAS]
874-05-5 | [Synonyms]
1H-INDAZOL-3-AMINE
1H-INDAZOL-3-YLAMINE
3-AMINOINDAZOLE
3-amino-1h-indazole
1H-Indazol-3-ylamine ,97% | [Molecular Formula]
C7H7N3 | [MDL Number]
MFCD00182045 | [Molecular Weight]
133.15 | [MOL File]
874-05-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
156-157°C | [Boiling point ]
376.6±15.0 °C(Predicted) | [density ]
1.367±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Liquid or Solid | [pka]
14.89±0.40(Predicted) | [color ]
Clear, colorless or white to pale yellow | [Detection Methods]
HPLC,NMR | [InChI]
InChI=1S/C7H7N3/c8-7-5-3-1-2-4-6(5)9-10-7/h1-4H,(H3,8,9,10) | [InChIKey]
YDTDKKULPWTHRV-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2)C(N)=N1 | [CAS DataBase Reference]
874-05-5(CAS DataBase Reference) | [Storage Precautions]
Heat sensitive | [EPA Substance Registry System]
1H-Indazol-3-amine (874-05-5) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R34:Causes burns. | [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 . | [RIDADR ]
3259 | [TSCA ]
Yes | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow crystals | [Definition]
ChEBI:1H-indazol-3-amine is a member of indazoles. | [Synthesis]
Example 21.1: Preparation of methyl 3-hydroxy-4-oxo-4,6-dihydro-pyrimido[1,2-b]indazole-2-carboxylate
Step 1: 2-Fluorobenzonitrile (605 mg, 5 mmol) was mixed with 85% hydrazine hydrate (352 mg, 6 mmol) in 1-butanol (3 mL). The reaction mixture was heated to reflux and stirred for 5 hours. After completion of the reaction, it was cooled to room temperature and the precipitate was collected by filtration. The filter cake was washed with dichloromethane and subsequently dried under vacuum to give 3-aminoindazole (293 mg, 44% yield).
1H NMR (300 MHz, D6-DMSO): δ 5.26-6.36 (brs, 2H), 6.84-6.93 (m, 1H), 7.18-7.24 (m, 2H), 7.67 (dt, J = 8.1, 0.9 Hz, 1H), 11.33 (s, 1H). | [References]
[1] Chemical Communications, 2014, vol. 50, # 85, p. 12911 - 12914
[2] Advanced Synthesis and Catalysis, 2016, vol. 358, # 13, p. 2126 - 2133
[3] Patent: WO2008/77188, 2008, A1. Location in patent: Page/Page column 127-128
[4] Organic Process Research and Development, 2011, vol. 15, # 3, p. 565 - 569
[5] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 23, p. 5293 - 5297 |
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