Isobutyryl chloride → 1,1'-(2,6-Dimethylpiperazine-1,4-diyl)bis(2-methylpropan-1-one)

HRID 638467Notes

Reaction equation

HRID 638467 reaction equation
[CH3:1][CH:2]1[CH2:7][NH:6][CH2:5][CH:4]([CH3:8])[NH:3]1.[CH3:9][CH:10]([CH3:14])[C:11](Cl)=[O:12]>>[CH3:9][CH:10]([CH3:14])[C:11]([N:3]1[CH:4]([CH3:8])[CH2:5][N:6]([C:11](=[O:12])[CH:10]([CH3:14])[CH3:9])[CH2:7][CH:2]1[CH3:1])=[O:12]

Participants

3

Reactant 2

HCID 62325Isobutyryl chlorideHCID 660562,6-Dimethylpiperazine

Product 1

HCID 202522631,1'-(2,6-Dimethylpiperazine-1,4-diyl)bis(2-methylpropan-1-one)Yield 55.8%

Procedure

The reaction of 5.7 g (0.05 mole) of 2,6-dimethylpiperazine with 13.85 g (0.13 mole) of 2-methylpropionyl chloride is carried out as described in Example VI, and yields 13.3 g of crude product as a solid. Recrystallization from acetone provides 7.1 g of the pure product: mp, 160°-161° C. An additional 4.0 g of pure product is obtained by concentrating the mother liquor and adding hexane. The assigned product structure is consistent with IR and NMR data.

Workup

  1. customyields 13.3 g of crude product as a solid
  2. customRecrystallization from acetone

Sources & evidence

ORD record
ord-7a0c391773824911bc333def0c8f4e21
Source dataset
uspto-grants-1985_12
Patent number
US04561451

Reaction notes

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