Triethylamine → 55589-62-3

HRID 1732097Notes

Reaction equation

HRID 1732097 reaction equation
[C:1]([NH2:7])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].C(N(CC)CC)C.[S:15](F)(F)(=[O:17])=[O:16].[OH-].[K+:21]>C(#N)C>[CH3:5][C:3]1[O:4][S:15](=[O:17])(=[O:16])[N:7]=[C:1]([O-:6])[CH:2]=1.[K+:21]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 14797Potassium HydroxideHCID 17607Sulfuryl fluorideHCID 80077Acetoacetamide

Product 1

HCID 2368374755589-62-3Yield 48.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

10.1 g (0.1 mol) of acetoacetamide, 50.5 g (0.5 mol) of triethylamine and 100 ml of acetonitrile were introduced into a round-bottomed flask fitted with a stirrer and a solid carbon dioxide condenser, as in Example 1. 15.3 g (0.15 mol) of sulfuryl fluoride gas were passed in over a period of 20 minutes. The reaction mixture was then allowed to warm up to room temperature, with stirring. After stirring for 2 hours, 230 ml (0.46 mol) of 2N methanolic KOH were added dropwise and the product was filtered off with suction. 9.7 g (48% of theory) of Acesulfam K were obtained.

Workup

  1. customfitted with a stirrer and a solid carbon dioxide condenser, as in Example 1
  2. customwere passed in over a period of 20 minutes
  3. stirringAfter stirring for 2 hours
  4. filtrationthe product was filtered off with suction

Sources & evidence

ORD record
ord-f531db0df2e64c5fbe6e6ae4a65f2dd7
Source dataset
uspto-grants-1986_11
Patent number
US04625024

Reaction notes

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