Iodoacetamide → HCID 71677836, compound

HRID 1754810Notes

Reaction equation

HRID 1754810 reaction equation
[I:1][CH2:2][C:3]([NH2:5])=[O:4].[O:6]1[CH:10]2[O:11][CH2:12][CH2:13][N:9]2[CH2:8][CH2:7]1>CO>[I-:1].[NH2:5][C:3](=[O:4])[CH2:2][N+:9]12[CH2:13][CH2:12][O:11][CH:10]1[O:6][CH2:7][CH2:8]2

Participants

4

Reactant 2

HCID 3727IodoacetamideHCID 798431-Aza-4,6-dioxabicyclo(3.3.0)octane

Product 1

HCID 71677836HCID 71677836, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.850 g (10 mmol) iodoacetamide and 1.152 g (10 mmol) tetrahydro[1,3]oxazolo[2,3-b][1,3]oxazole in 20 ml of methanol was refluxed for 1 hour. The solvent was then removed under reduced pressure and the residue was allowed to crystallize overnight. The precipitate was filtered off, washed twice with dichloromethane and dried. 2.041 g (68.0%) of white crystalline product was obtained.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. customto crystallize overnight
  3. filtrationThe precipitate was filtered off
  4. washwashed twice with dichloromethane
  5. customdried

Sources & evidence

ORD record
ord-f8920e512b7b435bbe4249578a8c4f32
Source dataset
uspto-grants-2015_10
Patent number
US09169267B2

Reaction notes

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