Sodium Hydroxide → HCID 20540294, compound

HRID 1855773Notes

Reaction equation

HRID 1855773 reaction equation
[OH-].[Na+].[C:3]([OH:7])(=[S:6])[CH2:4][CH3:5].[C:8]([NH:11][C:12](=[O:15])[CH2:13]Cl)(=[O:10])[CH3:9]>O>[C:8]([NH:11][C:12](=[O:15])[CH2:13][S:6][C:3](=[O:7])[CH2:4][CH3:5])(=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 2366697N-acetyl-2-chloroacetamideHCID 178460587HCID 178460587, compound

Product 1

HCID 20540294HCID 20540294, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 4.0 g. (0.1 mole) of sodium hydroxide in 50 ml. of water, cooled in ice and having nitrogen bubbled therethrough, was added 9.5 g. (0.1 mole) of thiopropionic acid. The reaction mixture was stirred for 5 minutes, after which there was added 13.7 g. of N-acetyl-chloroacetamide in 50 ml. of water. The reaction mixture was heated on a steam bath for 10 minutes, then cooled, filtered, and air dried. The product was washed with ether/hexane (3:1) three tims with 150 ml. each washing, and then air dried. The product was recrystallized from water to yield 8.0 g. of white crystals.

Workup

  1. custombubbled
  2. additionwas added 9.5 g
  3. additionafter which there was added 13.7 g
  4. temperatureThe reaction mixture was heated on a steam bath for 10 minutes
  5. temperaturecooled
  6. filtrationfiltered
  7. customair dried
  8. washThe product was washed with ether/hexane (3:1) three tims with 150 ml
  9. customeach washing, and then air dried
  10. customThe product was recrystallized from water
  11. customto yield 8.0 g

Sources & evidence

ORD record
ord-0f6d5b502a644ed88b4fae7d544380d3
Source dataset
uspto-grants-1980_08
Patent number
US04216160

Reaction notes

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