Benzene, 1-fluoro-2-methyl-4-nitro- → 2-methyl-4-nitro-N-tetrahydrofurfurylaniline

HRID 843491Notes

Reaction equation

HRID 843491 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH3:11].[CH2:12]([NH2:18])[CH:13]1[O:17][CH2:16][CH2:15][CH2:14]1>>[CH3:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH:18][CH2:12][CH:13]1[CH2:14][CH2:15][CH2:16][O:17]1

Participants

3

Reactant 2

HCID 68001Benzene, 1-fluoro-2-methyl-4-nitro-HCID 253298Tetrahydrofurfurylamine

Product 1

HCID 226105972-methyl-4-nitro-N-tetrahydrofurfurylaniline

Procedure

1-Fluoro-2-methyl-4-nitrobenzene (11 g, 70.9 mmoles) is refluxed for 5 hours with 41.5 g (0.41 moles) of tetrahydrofurfurylamine. After that, the reaction product is poured onto 400 g of ice/water and the solid obtained is filtered off. Recrystallization from ethanol/water results in a yellow, grainy dye with a melting point of 56°-58° C.

Workup

  1. customthe solid obtained
  2. filtrationis filtered off
  3. customRecrystallization from ethanol/water
  4. customresults in a yellow, grainy dye with a melting point of 56°-58° C.

Sources & evidence

ORD record
ord-abec479978524d888e5c84a9609fc9a2
Source dataset
uspto-grants-2002_04
Patent number
US06379400B1

Reaction notes

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