Sodium Hydroxide → HCID 20540294, compound

HRID 1065308Notes

Reaction equation

HRID 1065308 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 times 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 times 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-f236a1bdb66f41a9b1ed1ca4c314168f
Source dataset
uspto-grants-1982_05
Patent number
US04329363

Reaction notes

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