Sodium → HCID 3068818, compound

HRID 1649972Notes

Reaction equation

HRID 1649972 reaction equation
[Na].[CH3:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[N:10]([CH2:15][CH:16]([NH2:18])[CH3:17])S(C)(=O)=O>CO>[CH3:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([CH3:2])[C:4]=1[NH:10][CH2:15][CH:16]([NH2:18])[CH3:17]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 13674823HCID 13674823, compound

Product 1

HCID 3068818HCID 3068818, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.1 g (0.27 g-atom) of metallic sodium are added in small portions, within about 2 hours, to a stirred solution of 10.25 g (40 mmoles) of 1-[N-(2,6-dimethylphenyl)-methanesulfonamido]-2-amino-propane in 200 ml of primary n-amyl-alcohol at 130°-135° C., and then the mixture is stirred at the same temperature for 15 minutes. The mixture is cooled, 10 ml of methanol are added dropwise, thereafter it is washed eight times with 50 ml of water, each, dried over anhydrous magnesium sulfate, filtered, and the solvent is evaporated under reduced pressure. The oily residue, weighing 6.62 g (yield: 93%), is distilled under reduced pressure. 5.6 g of pure 1-(2,6-dimethylphenyl-amino)-2-amino-propane are obtained; b.p.: 105°-107° C/80 Pa. Yield: 78.5%.

Workup

  1. temperatureThe mixture is cooled
  2. washit is washed eight times with 50 ml of water
  3. dry with materialeach, dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent is evaporated under reduced pressure
  6. distillationis distilled under reduced pressure

Sources & evidence

ORD record
ord-5cde6dfd2bf84abea8613a6535a89aea
Source dataset
uspto-grants-1990_05
Patent number
US04922021

Reaction notes

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