4,4'-(Propane-1,2-diyl)bis{1-[(morpholin-4-yl)methyl]piperazine-2,6-dione} → HCID 14100461, compound

HRID 648935Notes

Reaction equation

HRID 648935 reaction equation
[CH3:1][CH:2]([N:19]1[CH2:26][C:24](=[O:25])[N:23](CN2CCOCC2)[C:21](=[O:22])[CH2:20]1)[CH2:3][N:4]1[CH2:11][C:9](=[O:10])[N:8]([CH2:12][N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:6](=[O:7])[CH2:5]1>O>[O:16]1[CH2:17][CH2:18][N:13]([CH2:12][N:8]2[C:9](=[O:10])[CH2:11][N:4]([CH2:3][CH:2]([N:19]3[CH2:20][C:21](=[O:22])[NH:23][C:24](=[O:25])[CH2:26]3)[CH3:1])[CH2:5][C:6]2=[O:7])[CH2:14][CH2:15]1

Participants

3

Reactant 1

HCID 1256104,4'-(Propane-1,2-diyl)bis{1-[(morpholin-4-yl)methyl]piperazine-2,6-dione}

Product 1

HCID 14100461HCID 14100461, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Water (200 ml) was added to dl-1,2-bis(4-morpholinomethyl-3,5-dioxopiperazin-1-yl)-propane (4.0 g) obtained in Example 1 and the mixture was stirred at room temperature for 0.5 hours. Then, the mixture was filtered and the filtrate was stirred at room temperature for further 3 hours. The reaction mixture was freezed on a dry ice-acetone bath and the freezed mixture was allowed to stand at room temperature to give an aqueous suspension. Colorless solids, which precipitated in the aqueous suspension, were collected by filtration and dried over phosphorus pentaoxide under a reduced pressure to give the titled compound (1.22 g; yield 40%).

Workup

  1. filtrationThen, the mixture was filtered
  2. stirringthe filtrate was stirred at room temperature for further 3 hours
  3. customThe reaction mixture was freezed on a dry ice-acetone bath
  4. customto stand at room temperature
  5. customto give an aqueous suspension
  6. customColorless solids, which precipitated in the aqueous suspension
  7. filtrationwere collected by filtration
  8. dry with materialdried over phosphorus pentaoxide under a reduced pressure

Sources & evidence

ORD record
ord-db8e00a71b25432098eb8d38ad67a303
Source dataset
uspto-grants-1988_04
Patent number
US04737497

Reaction notes

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