Allyl iodide → HCID 19047288, compound

HRID 1780675Notes

Reaction equation

HRID 1780675 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[O:9][C:10]3[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:11]=3[N:12]=2)[CH2:4][CH2:3]1.[CH2:19]([I:22])[CH:20]=[CH2:21]>C1COCC1>[I-:22].[CH2:19]([N+:2]1([CH3:1])[CH2:7][CH2:6][N:5]([C:8]2[O:9][C:10]3[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:11]=3[N:12]=2)[CH2:4][CH2:3]1)[CH:20]=[CH2:21]

Participants

4

Reactant 2

HCID 11166Allyl iodideHCID 10753010HCID 10753010, compound

Product 1

HCID 19047288HCID 19047288, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 50 mg portion of 2-(4-methyl-1-piperazinyl)-6-methoxybenzoxazole was dissolved in 5 ml of THF. Under cooling with ice, 0.03 ml of allyl iodide was added to the thus prepared solution, and the reaction was carried out for 1 hour at the same temperature followed by reflux for 16 hours under heating. The reaction mixture was concentrated under a reduced pressure, and the resulting residue was dissolved in 100 ml of ethyl acetate, extracted twice with 100 ml of water and then lyophilized to obtain 73 mg of the title compound.

Workup

  1. additionwas added to the thus prepared solution
  2. temperatureby reflux for 16 hours
  3. temperatureunder heating
  4. concentrationThe reaction mixture was concentrated under a reduced pressure
  5. dissolutionthe resulting residue was dissolved in 100 ml of ethyl acetate
  6. extractionextracted twice with 100 ml of water

Sources & evidence

ORD record
ord-62d111a52e4a4c37983224ba06f0a460
Source dataset
uspto-grants-1997_05
Patent number
US05631257

Reaction notes

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