Piperazine → N-1,4-Benzodioxane-2-carbonyl piperazine

HRID 428377

Reaction equation

HRID 428377 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.CC[C:13]([O-:15])=O.[NH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[C:13]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)=[O:15]

Participants

3

Reactant 2

HCID 4837PiperazineHCID 867575721,4-Benzodioxan 2-ethylcarboxylate

Product 1

HCID 2735449N-1,4-Benzodioxane-2-carbonyl piperazineYield 94%

Conditions

Temperature
110 °C

Procedure

1,4-benzodioxan-2-ethylcarboxylate, (31.2 g, 150 -mmol) and piperazine (15.5 g, 180 mmol) were stirred under nitrogen and heated to 110° C. After 5 hours, the reaction was completed, which was confirmed by thin film chromatography. The crude product was cooled to room temperature, extracted with chloroform, washed with NaHCO3 solution and water. The organic layer was dried with anhydrous sodium sulfate, filtered to afford 34.96 g of compound 1 (94% yield).

Workup

  1. extractionextracted with chloroform
  2. washwashed with NaHCO3 solution and water
  3. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  4. filtrationfiltered

Sources & evidence

ORD record
ord-3c3d3f1904a748bd821cb7e2c09615ab
Source dataset
uspto-grants-2001_11
Patent number
US06313294B1

Linked notes

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