Piperazine → 5-(2-Piperazin-1-ylethyl)-2,1,3-benzoxadiazole

HRID 1195670Notes

Reaction equation

HRID 1195670 reaction equation
CS(O[CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[C:12]([CH:16]=1)=[N:13][O:14][N:15]=2)(=O)=O.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>CN(C=O)C>[N:15]1[O:14][N:13]=[C:12]2[CH:16]=[C:8]([CH2:7][CH2:6][N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[CH:9]=[CH:10][C:11]=12

Participants

4

Reactant 2

HCID 4837PiperazineHCID 151663815-[2-(Methanesulfonyloxy)ethyl]benzofurazan

Product 1

HCID 151663825-(2-Piperazin-1-ylethyl)-2,1,3-benzoxadiazoleYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-[2-(Methanesulfonyloxy)ethyl]benzofurazan (242 mg, 1 mmol) and piperazine (0.86 g, 10 mmol) in DMF (9 ml) were stirred together at room temperature for 19 hours. The solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on silica gel eluting with CH2Cl2 /CH3OH/NH3 (Aq.); 90:10:1 to give the piperazine as a yellow solid (225 mg, 97%).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by flash column chromatography on silica gel eluting with CH2Cl2 /CH3OH/NH3 (Aq.)

Sources & evidence

ORD record
ord-df5a5f5c60cd4465980c14eef44fa9bf
Source dataset
uspto-grants-1992_05
Patent number
US05112824

Reaction notes

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