1-Methylpiperazine → HCID 15053395, compound

HRID 974630Notes

Reaction equation

HRID 974630 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH:7]2[CH2:10][N:9]([C:11](Cl)=[O:12])[CH2:8]2)=[CH:4][CH:3]=1.[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>O1CCCC1.O>[Br:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH:7]2[CH2:10][N:9]([C:11]([N:20]3[CH2:21][CH2:22][N:17]([CH3:16])[CH2:18][CH2:19]3)=[O:12])[CH2:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 531671-MethylpiperazineHCID 15053366HCID 15053366, compound

Product 1

HCID 15053395HCID 15053395, compoundYield 84.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2.9 g (0.01 mole) of 3-(4-bromophenoxy)-1-azetidinecarbonyl chloride in 15 ml of tetrahydrofuran was treated while stirring with 1 g (0.01 mole) of 1-methylpiperazine and stirred for 2 hr. The paste-like slurry was diluted with water and the solid was collected by filtration (4 g, wet). Recrystallization from benzene/ligroin yielded 3.0 g of white crystalline product, m.p. 91°-95° C. The solid and 1.16 g of fumaric were dissolved in isopropanol by boiling until a clear solution was obtained. Upon cooling, the precipitated salt was collected by filtration to yield 3 g (63.8%) of fine white crystals, m.p. 197°-198° C.

Workup

  1. filtrationthe solid was collected by filtration (4 g, wet)
  2. customRecrystallization from benzene/ligroin

Sources & evidence

ORD record
ord-12cf65feeca341a28ad9287882aa2bd9
Source dataset
uspto-grants-1991_11
Patent number
US05068231

Reaction notes

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