1-Benzylpiperazine → 6[4-(Phenylmethyl)-1-piperazinyl]-5,8-quinoxalinedione

HRID 2308946Notes

Reaction equation

HRID 2308946 reaction equation
[N:1]1[C:10]2[C:9](=[O:11])[CH:8]=[CH:7][C:6](=[O:12])[C:5]=2[N:4]=[CH:3][CH:2]=1.[CH2:13]([N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O1CCOCC1>[C:14]1([CH2:13][N:20]2[CH2:21][CH2:22][N:23]([C:8]3[C:9](=[O:11])[C:10]4[N:1]=[CH:2][CH:3]=[N:4][C:5]=4[C:6](=[O:12])[CH:7]=3)[CH2:24][CH2:25]2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 113556455,8-Quinoxalinedione

Product 1

HCID 139572586[4-(Phenylmethyl)-1-piperazinyl]-5,8-quinoxalinedioneYield 32.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 160 mg of 5,8-quinoxalinedione and 352 mg of 1-benzylpiperazine in 10 ml of dioxane was stirred or 3 hours. The solvent was then removed and the residue triturated with ether. This solid was collected, washed with ether and dried, giving 110 mg of the desired product, mp 165°-168° C. (dec.).

Workup

  1. customThe solvent was then removed
  2. customthe residue triturated with ether
  3. customThis solid was collected
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-0f9728857e444b06ba4f3fd523a08075
Source dataset
uspto-grants-1987_09
Patent number
US04692449

Reaction notes

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