Ethanol → HCID 86590194, compound

HRID 1583022Notes

Reaction equation

HRID 1583022 reaction equation
[C:1](O)(=[S:3])[CH3:2].[O-][CH2:6][CH3:7].[Na+].Cl.Cl[CH2:11][CH2:12][CH2:13][NH2:14].C([OH:17])C>>[C:1]([CH2:6][CH2:7][CH2:11][CH2:12][C:13]([NH2:14])=[O:17])(=[S:3])[CH3:2]

Participants

5

Reactant 4

HCID 702Ethanol2×HCID 2723922Sodium ethoxideHCID 114690951-Propanamine, 3-chloro-, hydrochlorideHCID 178418634HCID 178418634, compound

Product 1

HCID 86590194HCID 86590194, compound

Procedure

58 g of thioacetic acid are placed in a flask. 350 g of a 15 percent solution of sodium ethoxide in ethanol is added drop by drop under cooling by nitrogen and ice. Afterwards 320 g of a 12.4 percent solution of 3-chloropropylamine hydrochloride in ethanol are added to the above solution. The mixture is heated under reflux for 1 hour, cooled to room temperature and filtrated. The ethanol is evaporated and the residue is dissolved in acetone to precipitate any residual sodium chloride. After filtration the acetone is removed. Thioacetylpropyl acetamide remains as viscous oil.

Workup

  1. temperatureunder cooling by nitrogen and ice
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 1 hour
  4. filtrationfiltrated
  5. customThe ethanol is evaporated
  6. dissolutionthe residue is dissolved in acetone
  7. customto precipitate any residual sodium chloride
  8. filtrationAfter filtration the acetone
  9. customis removed

Sources & evidence

ORD record
ord-568500e89a8046c79829728e8d1108fe
Source dataset
uspto-grants-2004_05
Patent number
US06740684B2

Reaction notes

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