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| CAS No.: | 6494-19-5 |
|---|---|
| Name: | 3-Methyl-6-nitroindazole |
| Article Data: | 15 |
| Molecular Structure: | |
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| Formula: | C8H7N3O2 |
| Molecular Weight: | 177.162 |
| Synonyms: | 3-Methyl-6-nitro-1h-indazole; |
| EINECS: | 613-731-0 |
| Density: | 1.438 g/cm3 |
| Melting Point: | 187-188 °C |
| Boiling Point: | 225.226 °C at 760 mmHg |
| Flash Point: | 90.014 °C |
| Risk Codes: | 20/21/22 |
| Safety: | 24/25-36/37 |
| PSA: | 74.50000 |
| LogP: | 2.30270 |
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2-ethyl-5-nitroaniline
- 6494-19-5
3-methyl-6-nitro-1H-indazole
| Conditions | Yield |
|---|---|
| With acetic acid; isopentyl nitrite at 20℃; for 0.75h; | 98% |
| With tert.-butylnitrite In acetic acid at 20℃; for 0.75h; Inert atmosphere; | 98% |
| With tert.-butylnitrite; acetic acid for 0.5h; | 98% |
- 6494-19-5
3-methyl-6-nitro-1H-indazole
| Conditions | Yield |
|---|---|
| With acetic acid |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sulfuric acid; potassium nitrate / 1.5 h / 0 °C 2: acetic acid; isopentyl nitrite / 1.5 h / 20 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 0.5 h / 0 - 5 °C 2: tert.-butylnitrite; acetic acid / 0.5 h View Scheme |
- 6494-19-5
3-methyl-6-nitro-1H-indazole
- 98-59-9
p-toluenesulfonyl chloride
- 62271-21-0
3-methyl-6-nitro-1-(toluene-4-sulfonyl)-1H-indazole
| Conditions | Yield |
|---|---|
| With pyridine; dmap In dichloromethane at 20℃; | 100% |
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In dichloromethane at 20℃; for 12h; | 98% |
| With methanesulfonic acid In tetrahydrofuran at 80℃; for 8h; Inert atmosphere; | 74% |
- 6494-19-5
3-methyl-6-nitro-1H-indazole
- 444731-72-0
2,3-dimethyl-6-amino-2H-indazole
| Conditions | Yield |
|---|---|
| With ammonium formate; palladium 10% on activated carbon In methanol; water at 25 - 30℃; for 6h; | 96.7% |
| Multi-step reaction with 2 steps 1: sulfuric acid / N,N-dimethyl-formamide; toluene / 3 h / Reflux 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol View Scheme | |
| Multi-step reaction with 2 steps 1.1: 1,4-diaza-bicyclo[2.2.2]octane / N,N-dimethyl-formamide / 0.25 h / 20 °C 1.2: 6 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C View Scheme |
- 6494-19-5
3-methyl-6-nitro-1H-indazole
- 24424-99-5
di-tert-butyl dicarbonate
- 219507-74-1
tert-butyl 3-methyl-6-nitro-1H-indazole-1-carboxylate
| Conditions | Yield |
|---|---|
| With dmap; triethylamine In dichloromethane at 20℃; for 192h; | 95% |
| With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere; | 70.28% |
| With triethylamine; dmap In dichloromethane at 20℃; for 3h; |
- 6494-19-5
3-methyl-6-nitro-1H-indazole
- 79173-62-9
3-methyl-1H-indazol-6-amine
| Conditions | Yield |
|---|---|
| With hydrogenchloride; tin(ll) chloride In diethylene glycol dimethyl ether; water at 0 - 100℃; for 0.583333h; | 92% |
| With nickel Hydrogenation; | |
| With hydrogenchloride; water; iron Hydrogenation; | |
| With ammonium formate; iron In ethanol; water at 90℃; for 2h; | |
| With hydrogen; palladium 10% on activated carbon In ethyl acetate at 20℃; for 10h; |
- 6494-19-5
3-methyl-6-nitro-1H-indazole
| Conditions | Yield |
|---|---|
| With hydrogenchloride; tin(ll) chloride In diethylene glycol dimethyl ether; water at 0 - 100℃; for 0.583333h; Cooling with ice; Inert atmosphere; | 92% |
- 6494-19-5
3-methyl-6-nitro-1H-indazole
- 74-88-4
methyl iodide
- 444731-73-1
2,3‑dimethyl‑6‑nitro‑2H‑indazole
| Conditions | Yield |
|---|---|
| Stage #1: 3-methyl-6-nitro-1H-indazole With sodium In isopropyl alcohol for 3h; Reflux; Stage #2: methyl iodide In isopropyl alcohol for 5h; Reflux; | 87.6% |
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Chemistry
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IUPAC Name: 1-Methyl-5-nitrobenzimidazole
Molecular Formula: C8H7N3O2
Molecular Weight: 177.16 g/mol
Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)nnc2C
InChI: InChI=1/C8H7N3O2/c1-5-7-3-2-6(11(12)13)4-8(7)10-9-5/h2-4H,1H3,(H,9,10)
Mol File: 6494-19-5.mol
Product Categories: Heterocyclic Compound; Indole
Nominal Mass: 177
Average Mass: 177.1601
Monoisotopic Mass: 177.053826
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 74.5
Index of Refraction: 1.707
Molar Refractivity: 47.99 cm3
Molar Volume: 123.212 cm3
Polarizability: 19.025×10-24 cm3
Surface Tension: 71.261 dyne/cm
Density: 1.438 g/cm3
Flash Point: 90.014 °C
Enthalpy of Vaporization: 46.174 kJ/mol
Boiling Point: 225.226 °C at 760 mmHg
Melting Point: 187-188 °C
Vapour Pressure of 3-Methyl-6-nitroindazole (CAS NO.6494-19-5): 0.087 mmHg at 25 °C
Specification
3-Methyl-6-nitroindazole (CAS NO.6494-19-5), its Synonyms are 3-Methyl-6-nitro-1H-indazole ; 3-Methyl-6-nitro-1H-indazole ,99+% ; 3-Methyl-6-nitro-1H-indazole ,97% .