Hydrazine hydrate (1:1) → HCID 16244548, compound

HRID 1598363Notes

Reaction equation

HRID 1598363 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][O:10][CH:9]([CH2:13][N:14]3C(=O)C4=CC=CC=C4C3=O)[CH2:8]2)=[CH:4][CH:3]=1.O.NN.O1CCOCC1>C(O)C>[NH2:14][CH2:13][CH:9]1[O:10][CH2:11][CH2:12][N:7]([CH2:6][C:5]2[CH:25]=[CH:26][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:8]1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 312751,4-DioxaneHCID 18933330HCID 18933330, compound

Product 1

HCID 16244548HCID 16244548, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4-(p-chlorobenzyl)-2-phthalimidomethylmorpholine (20.28 g, 54.7 mmol) in ethanol (110 ml) was added hydrazine monohydrate (5.71 g, 0.114 mol) and the mixture was stirred at room temperature. 50 ml of dioxane was further added and the mixture was stirred at room temperature overnight. The crystal thus separated was filtered off and the filtrate was concentrated. The residue was dissolved in chloroform and the insolubles were filtered off. The filtrate was distilled off to give 9.31 g of the title compound as an oily substance. Yield=71%.

Workup

  1. stirringthe mixture was stirred at room temperature overnight
  2. customThe crystal thus separated
  3. filtrationwas filtered off
  4. concentrationthe filtrate was concentrated
  5. dissolutionThe residue was dissolved in chloroform
  6. filtrationthe insolubles were filtered off
  7. distillationThe filtrate was distilled off

Sources & evidence

ORD record
ord-d7ea5be2d14e41039b4ebe088cf0c071
Source dataset
uspto-grants-1998_04
Patent number
US05736550

Reaction notes

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