Triethylamine → HCID 20522398, compound

HRID 223409Notes

Reaction equation

HRID 223409 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[NH:6]([C:8]1[C:9](=[O:21])[N:10]([CH3:20])[C:11]2[C:16]([N:17]=1)=[CH:15][C:14]([O:18][CH3:19])=[CH:13][CH:12]=2)[NH2:7].C(N(CC)CC)C>O1CCOCC1>[CH3:20][N:10]1[C:11]2[C:16](=[CH:15][C:14]([O:18][CH3:19])=[CH:13][CH:12]=2)[N:17]=[C:8]([NH:6][NH:7][C:1](=[O:4])[CH2:2][CH3:3])[C:9]1=[O:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 20522402HCID 20522402, compound

Product 1

HCID 20522398HCID 20522398, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Propionyl chloride (2.63 g., 28.4 mmol) is added dropwise to a solution of 3-hydrazino-1-methyl-6-methoxy-1H-quinoxalin-2-one (4.5 g., 23.7 mmol) and triethylamine (2.87 g., 28.4 mmol) in 250 ml. of dioxane and stirred at room temperature for four days. The dioxane is then removed under vacuum and the residue washed with water, filtered, and dried at 80° C. under high vacuum. The material is then recrystallized from ethanol, filtered and dried at 80° under high vacuum overnight to yield purified product.

Workup

  1. customThe dioxane is then removed under vacuum
  2. washthe residue washed with water
  3. filtrationfiltered
  4. customdried at 80° C. under high vacuum
  5. customThe material is then recrystallized from ethanol
  6. filtrationfiltered
  7. customdried at 80° under high vacuum overnight
  8. customto yield
  9. custompurified product

Sources & evidence

ORD record
ord-efd816cdef034656a9a9b888c426eb85
Source dataset
uspto-grants-1982_10
Patent number
US04354027

Reaction notes

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