Potassium Carbonate → HCID 20139323, compound

HRID 1252693Notes

Reaction equation

HRID 1252693 reaction equation
Br[CH2:2][CH2:3][CH:4]1[O:6][CH2:5]1.[N:7]1([C:13]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[S:15][N:14]=2)[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[O:6]1[CH2:5][CH:4]1[CH2:3][CH2:2][CH:8]1[CH2:9][NH:10][CH2:11][CH2:12][N:7]1[C:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[S:15][N:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1004142-(2-Bromoethyl)oxiraneHCID 27721443-(1-Piperazinyl)-1,2-benzisothiazole

Product 1

HCID 20139323HCID 20139323, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-bromo-1,2-epoxybutane (1.06 g; 7.02 mmol), 3-(1-piperazinyl)-1,2-benzisothiazole (1.65 g; 7.52 mmol), potassium carbonate (1.6 g; 11.3 mmol) and acetone (20 ml) was stirred under reflux for 19 hours. Confirming complete consumption of the starting materials, insoluble materials were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the objective compound (1.5 g). Yield, 73.8%. IR νmaxfilm (cm-1): 1590, 1560, 1490, 1460.

Workup

  1. temperatureunder reflux for 19 hours
  2. customConfirming complete consumption of the starting materials, insoluble materials
  3. customwere removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-7d1fb45f30c041ef8ffef61e6c926542
Source dataset
uspto-grants-1988_05
Patent number
US04745117

Reaction notes

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