Potassium Carbonate → 2-bromo-N-(isoxazol-3-yl)acetamide

HRID 2192326Notes

Reaction equation

HRID 2192326 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([NH2:6])=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[Br:13][CH2:14][C:15](Cl)=[O:16]>ClCCl>[Br:13][CH2:14][C:15]([NH:6][C:3]1[CH:4]=[CH:5][O:1][N:2]=1)=[O:16]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 89602Bromoacetyl chlorideHCID 18102163-Isoxazolamine

Product 1

HCID 133629192-bromo-N-(isoxazol-3-yl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Isoxazol-3-ylamine (1.14 g) was dissolved in dichloromethane (50 mL) and potassium carbonate (3.74 g) was added. Bromoacetyl chloride (1.12 mL) was added slowly with stirring and the suspension was stirred overnight. The reaction mixture was washed with water (2×50 mL), dried and evaporated. The product was recrystallised from dichloromethane/isohexane to afford the sub-titled compound (2.3 g).

Workup

  1. stirringthe suspension was stirred overnight
  2. washThe reaction mixture was washed with water (2×50 mL)
  3. customdried
  4. customevaporated
  5. customThe product was recrystallised from dichloromethane/isohexane

Sources & evidence

ORD record
ord-ad0a3d759bba4f66ae31758ef8e48101
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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