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ChemicalBook--->CAS DataBase List--->677702-36-2

677702-36-2

677702-36-2 Structure

677702-36-2 Structure
IdentificationBack Directory
[Name]

5-NITRO INDAZOLE CARBOXALDEHYDE
[CAS]

677702-36-2
[Synonyms]

3-Formyl-5-nitro-1H-indazole
5-NITRO INDAZOLE CARBOXALDEHYDE
5-NITROINDAZOLE-3-CARBOXYALDEHYDE
5-Nitro-1H-indazole-3-carbaldehyde
5-Nitro-1H-indazole-3-carboxaldehyde
5-NITRO-3-(1H)INDAZOLE CARBOXALDEHYDE
5-Nitro-3-(1H)indazolecarboxyaldehyde
1H-Indazole-3-carboxaldehyde, 5-nitro-
5-Nitro-1H-indazole-3-carboxaldehyde 98%
[Molecular Formula]

C8H5N3O3
[MDL Number]

MFCD07781436
[MOL File]

677702-36-2.mol
[Molecular Weight]

191.14
Chemical PropertiesBack Directory
[Boiling point ]

463.5±25.0 °C(Predicted)
[density ]

1.611±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

9.75±0.40(Predicted)
[Appearance]

Light brown to brown Solid
[InChI]

InChI=1S/C8H5N3O3/c12-4-8-6-3-5(11(13)14)1-2-7(6)9-10-8/h1-4H,(H,9,10)
[InChIKey]

UVUPPLXBIXJRKD-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=C([N+]([O-])=O)C=C2)C(C=O)=N1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

5-NITRO INDAZOLE CARBOXALDEHYDE(677702-36-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

N,N-Dimethylformamide

68-12-2

5-Nitroindazole

5401-94-5

5-NITRO INDAZOLE CARBOXALDEHYDE

677702-36-2

GENERAL STEPS: POCl3 (67.43 mmol) was slowly added dropwise to a stirring 40 cm3 N,N-dimethylformamide (DMF) solution at 0-5 °C for 15 min. The reaction mixture was continued to be stirred at the same temperature for 30 min. Subsequently, 5-nitroindazole (10 g, 61.3 mmol) was dissolved in 10 cm3 DMF and slowly added dropwise at 0-5 °C to the Vilsmeier reagent prepared above. The reaction mixture was then allowed to stand for 3 h at room temperature. Completion of the reaction was confirmed by high performance liquid chromatography (HPLC) monitoring. The reaction mixture was slowly poured into crushed ice and the pH was adjusted by addition of NaOH solution.The precipitated yellow solid was collected by filtration and purified by recrystallization from hot ethanol. The yellow solid product was obtained in 92% yield (10.77 g) with a melting point of 215-217 °C. Infrared spectrum (IR, pure): 3545, 1624, 1537, 1488, 1337, 949, 786, 744 cm?1. 1H NMR (DMSO-d6, 400 MHz): δ = 13.74 (broad single peak, 1H, NH), 8.84 (single peak, 1H), 8.41 (single peak, 1H), 8.21-8.18 (double peak) , 1H, J = 10.4 Hz), 7.74-7.72 (double peak, 1H, J = 9.2 Hz) ppm. 13C NMR (DMSO-d6, 100 MHz): δ = 110, 118, 120, 121, 136, 141, 168 ppm. mass spectrum (ESI): m/z = 192 ([M + H]?) .

[References]

[1] Monatshefte fur Chemie, 2017, vol. 148, # 2, p. 305 - 314
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