1-Methyl-5-nitro-1H-indazol-3-ylaMine

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1-Methyl-5-nitro-1H-indazol-3-ylaMine Basic information
Product Name:1-Methyl-5-nitro-1H-indazol-3-ylaMine
Synonyms:1-Methyl-5-nitro-1H-indazol-3-ylaMine;1-Methyl-5-nitroindazol-3-amine
CAS:73105-48-3
MF:C8H8N4O2
MW:192.17472
EINECS:
Product Categories:
Mol File:73105-48-3.mol
1-Methyl-5-nitro-1H-indazol-3-ylaMine Structure
1-Methyl-5-nitro-1H-indazol-3-ylaMine Chemical Properties
storage temp. 2-8°C(protect from light)
AppearanceOrange to red Solid
Safety Information
HS Code 2933998090
MSDS Information
1-Methyl-5-nitro-1H-indazol-3-ylaMine Usage And Synthesis
Synthesis
2-Fluoro-5-nitrobenzonitrile

17417-09-3

Methylhydrazine

60-34-4

1-Methyl-5-nitro-1H-indazol-3-ylaMine

73105-48-3

GENERAL METHOD: A mixture of 2-fluoro-5-nitrobenzonitrile (10.0 mmol) and methylhydrazine (2.8 mL, 50.0 mmol) in ethanol (10.0 mL) was heated to reflux and reacted overnight. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure. Water (10.0 mL) and ethyl acetate (20.0 mL) were added to the residue and extracted. After separation of the organic layer, it was washed sequentially with water (10.0 mL) and brine (10.0 mL), dried with anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. Finally, the residue was purified by silica gel column chromatography using ethyl acetate/hexane (1:1) as eluent to afford the target product 1-methyl-5-nitro-1H-indazol-3-amine.

References[1] Tetrahedron, 2013, vol. 69, # 19, p. 3907 - 3912
[2] Patent: WO2013/55984, 2013, A1. Location in patent: Paragraph 00338
[3] Patent: US2009/76275, 2009, A1. Location in patent: Page/Page column 10
1-Methyl-5-nitro-1H-indazol-3-ylaMine Preparation Products And Raw materials
Raw materials2-Fluoro-5-nitrobenzonitrile-->Methylhydrazine
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