Dimethylformamide → HCID 54314587, compound

HRID 1082048Notes

Reaction equation

HRID 1082048 reaction equation
Cl[C:2]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:3]=1[O:4][CH2:5][CH:6]([NH2:8])[CH3:7].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:7][CH:6]1[NH:8][C:2]2[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:3]=2[O:4][CH2:5]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 15382900HCID 15382900, compound

Product 1

HCID 54314587HCID 54314587, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6 g (0.026 mol) of 1-(2-chloro-3-nitrophenoxy)propan-2-amine, 3.6 g (0.026 mol) of potassium carbonate and 20 ml of N,N-dimethylformamide are heated at 110° C. with stirring overnight. The reaction mixture is poured into water and extracted 3 times with ether. The organic phase is recovered, washed with water, dried and the solvent evaporated to dryness. There are obtained 4 g of product in the form of a crystalline residue which is used as is in the following stage.

Workup

  1. extractionextracted 3 times with ether
  2. customThe organic phase is recovered
  3. washwashed with water
  4. customdried
  5. customthe solvent evaporated to dryness

Sources & evidence

ORD record
ord-be54152ff2294ae492a408e439f84da8
Source dataset
uspto-grants-1996_12
Patent number
US05589476

Reaction notes

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