Dimethylformamide → Methyl-(2-nitro-4-pentafluorosulfanyl-phenyl)-amine

HRID 2273324Notes

Reaction equation

HRID 2273324 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[H-].[Na+].[CH3:19]N(C=O)C.IC>O>[CH3:19][NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([F:11])([F:12])([F:13])([F:10])[F:9])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 459336502-Nitro-4-(pentafluorosulfanyl)aniline

Product 1

HCID 86725174Methyl-(2-nitro-4-pentafluorosulfanyl-phenyl)-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 4-amino-3-nitro-phenyl sulfur pentafluoride (2.0 g), 60% sodium hydride (oil) (310 mg) and DMF (15 ml) was added dropwise iodomethane (447 μL) while ice-cooling. After that, the mixture was stirred at room temperature for 3 hours. To the reaction mixture was poured water, and the precipitated solid was collected by filtration. The solid was washed with water and dried to give methyl-(2-nitro-4-pentafluorosulfanyl-phenyl)-amine (2.0 g).

Workup

  1. temperaturecooling
  2. filtrationthe precipitated solid was collected by filtration
  3. washThe solid was washed with water
  4. customdried

Sources & evidence

ORD record
ord-73a313e6a8ad49bd968dfd6fe0d5e90a
Source dataset
uspto-grants-2015_09
Patent number
US09120823B2

Reaction notes

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