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

HRID 26339

Reaction equation

HRID 26339 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[CH2:12]([NH2:18])[CH:13]1[O:17][CH2:16][CH2:15][CH2:14]1>O>[CH3:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[NH:18][CH2:12][CH:13]1[O:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

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

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 0.2 mol (31.0 g) of 3-methyl-4-fluoronitrobenzene and 0.7 mol (70.7 g) of tetrahydrofurfurylamine is heated for one hour in an oil bath at 140° C. The reaction mixture is then poured into 400 g of ice-cooled water. The expected product rapidly crystallises; after it has been filtered off, washed with water, recrystallised from ethanol and dried in vacuo, it melts at 60° C.

Workup

  1. customThe expected product rapidly crystallises
  2. filtrationafter it has been filtered off
  3. washwashed with water
  4. customrecrystallised from ethanol
  5. customdried in vacuo, it melts at 60° C.

Sources & evidence

ORD record
ord-98218b83a21d4f6da46b29f5c94d4885
Source dataset
uspto-grants-1979_04
Patent number
US04149848

Linked notes

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