Piperazine → 3-(Piperazin-1-yl)-1,2-benzoxazole

HRID 1262542Notes

Reaction equation

HRID 1262542 reaction equation
Cl[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>O>[N:11]1([C:2]2[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[O:4][N:3]=2)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 27797803-Chloro-1,2-benzoxazole

Product 1

HCID 132324753-(Piperazin-1-yl)-1,2-benzoxazoleYield 82%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-chloro-1,2-benzisoxazole (19.6 g., 0.128 mole) and piperazine (110 g., 1.28 mole) is heated for a period of 20 hr. at 120° C. in a closed reactor. The reaction mixture is diluted with water and the aqueous mixture repeatedly extracted with methylene chloride. Extracts are combined, dried over magnesium sulfate and concentrated in vacuo to afford 21.2 g. (82% yield) of 3-(1-piperazinyl)-1,2-benzisoxazole free base.

Workup

  1. temperatureis heated for a period of 20 hr
  2. customat 120° C.
  3. extractionthe aqueous mixture repeatedly extracted with methylene chloride
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customto afford 21.2 g

Sources & evidence

ORD record
ord-abf9f8251ee84edbb02b50b4e8adac76
Source dataset
uspto-grants-1984_06
Patent number
US04452799

Reaction notes

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