4-methyl-5-nitro-1H-indole Chemical Properties

Boiling point:

359.9±22.0 °C(Predicted)

Density 

1.355±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

15.61±0.30(Predicted)

Appearance

Yellow to green Solid

InChI

InChI=1S/C9H8N2O2/c1-6-7-4-5-10-8(7)2-3-9(6)11(12)13/h2-5,10H,1H3

InChIKey

XRJNLFAXLSBIDS-UHFFFAOYSA-N

SMILES

N1C2=C(C(C)=C([N+]([O-])=O)C=C2)C=C1

Safety Information

HS Code 

2933998090

4-methyl-5-nitro-1H-indole Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-methyl-5-nitro-1H-indole using 5-nitroindole as starting material: to an anhydrous THF solution (20 mL) of 5-nitroindole (purchased from Aldrich, 0.82 g, 5.1 mmol) was slowly added methylmagnesium bromide (5.0 mL, 15 mmol), and the reaction was stirred continuously for 1 hr at 25 °C. Subsequently, the reaction was quenched by addition of THF solution of tetrachloro-1,4-benzoquinone (1.2 g, 4.9 mmol). The reaction mixture was concentrated under reduced pressure to give a dark colored solid. This solid was purified by column chromatography (eluent: 30% ethyl acetate/hexane) to give the final target product 4-methyl-5-nitro-1H-indole (0.72 g, 4.1 mmol, 80% yield).

References

[1] Patent: US5677321, 1997, A

4-methyl-5-nitro-1H-indole(165250-69-1)Related Product Information

• 4-Methylpyrimidin-5-amine
• 4-METHYL-1,3-OXAZOLE-5-CARBOXYLIC ACID
• 5-Oxazolecarboxylicacid,4-methyl-,methylester(6CI,8CI,9CI)
• 4-Methyl-5-aminoindole
• 4-methyl-5-nitro-1H-indole
• 1H-INDOLE-4-ACETONITRILE, 5-NITRO-1-(PHENYLMETHYL)-