Water → 2-((3-Isopropyl-1,2,4-oxadiazol-5-yl)methyl)isoindoline-1,3-dione

HRID 385770Notes

Reaction equation

HRID 385770 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].Cl[CH2:14][C:15]1[O:19][N:18]=[C:17]([CH:20]([CH3:22])[CH3:21])[N:16]=1.O>CN(C)C=O>[CH:20]([C:17]1[N:16]=[C:15]([CH2:14][N:5]2[C:1](=[O:11])[C:2]3[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:4]2=[O:6])[O:19][N:18]=1)([CH3:22])[CH3:21]

Participants

5

Reactant 3

HCID 962WaterHCID 134785095-(Chloromethyl)-3-(propan-2-yl)-1,2,4-oxadiazoleHCID 24194345Phthalimide potassium salt

Product 1

HCID 363075112-((3-Isopropyl-1,2,4-oxadiazol-5-yl)methyl)isoindoline-1,3-dione

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of potassium phthalimide (72 g, 0.39 mol) in dry N,N-dimethylformamide (300 mL) was added 5-(chloromethyl)-3-isopropyl-1,2,4-oxadiazole (50 g, 0.31 mol) gradually with stirring. The reaction mixture was maintained at ambient temperature for 2 h and then poured into cold water (1.2 L). The resulting yellow precipitate was collected by filtration, washed with water, and dried in the air to yield the title compound.

Workup

  1. filtrationThe resulting yellow precipitate was collected by filtration
  2. washwashed with water
  3. customdried in the air

Sources & evidence

ORD record
ord-ff94c8c74eda475286b1dc33eeca3a47
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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