Allyl iodide → 1-Allyl-1-methyl-4-(5-chlorobenzoxazol-2-yl)piperazinium iodide

HRID 2270937Notes

Reaction equation

HRID 2270937 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([N:10]3[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:17]=1.[CH2:18]([I:21])[CH:19]=[CH2:20]>CN(C=O)C>[I-:21].[CH2:18]([N+:13]1([CH3:16])[CH2:14][CH2:15][N:10]([C:8]2[O:9][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:17][C:6]=3[N:7]=2)[CH2:11][CH2:12]1)[CH:19]=[CH2:20]

Participants

4

Reactant 2

HCID 11166Allyl iodideHCID 108483785-Chloro-2-(4-methyl-1-piperazinyl)benzoxazole

Product 1

HCID 106457701-Allyl-1-methyl-4-(5-chlorobenzoxazol-2-yl)piperazinium iodide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 30 mg portion of 5-chloro-2-(4-methyl-1-piperazinyl)benzoxazole was dissolved in 5 ml of DMF, and the solution which was stirred at room temperature was mixed with 100 mg of allyl iodide and then stirred for 12 hours. The solvent was evaporated under a reduced pressure, and the thus obtained mixture was purified by an LH-20 gel chromatography (chloroform:methanol=1:1) to obtain the title compound (36 mg) in light yellow color.

Workup

  1. stirringstirred for 12 hours
  2. customThe solvent was evaporated under a reduced pressure
  3. customthe thus obtained mixture was purified by an LH-20 gel chromatography (chloroform:methanol=1:1)

Sources & evidence

ORD record
ord-5f55004434c24ac7812d314c9469a4f6
Source dataset
uspto-grants-2001_12
Patent number
US06333328B1

Reaction notes

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