Acetamide, 2-bromo-N-butyl-N-methyl- → 2-(acetylthio)-N-butyl-N-methylacetamide

HRID 1006766Notes

Reaction equation

HRID 1006766 reaction equation
Br[CH2:2][C:3]([N:5]([CH2:7][CH2:8][CH2:9][CH3:10])[CH3:6])=[O:4].[C:11]([O-:14])(=[S:13])[CH3:12].[K+]>CO>[C:11]([S:13][CH2:2][C:3]([N:5]([CH2:7][CH2:8][CH2:9][CH3:10])[CH3:6])=[O:4])(=[O:14])[CH3:12]

Participants

4

Reactant 2

HCID 10798390Acetamide, 2-bromo-N-butyl-N-methyl-HCID 23670855Potassium ethanethioate

Product 1

HCID 197086942-(acetylthio)-N-butyl-N-methylacetamideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
40 °C

Procedure

4.16 g of bromo-N-butyl-N-methylacetamide of Preparation B of Example 78, Step A in 1.5 ml of methanol were added to a suspension of 2.28 g of potassium thioacetate in 10 ml of methanol and the mixture was heated for one hour at 40° C. under an argon atmosphere. After evaporation to dryness under reduced pressure, the residue was dissolved with ethyl ether, the insoluble part filtered off and the solution was evaporated to dryness to obtain 4.06 g of oily product.

Workup

  1. customAfter evaporation to dryness under reduced pressure
  2. dissolutionthe residue was dissolved with ethyl ether
  3. filtrationthe insoluble part filtered off
  4. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-686997355a1c4c90be147b7716837c98
Source dataset
uspto-grants-2004_09
Patent number
US06790971B1

Reaction notes

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