Hydrazine hydrate (1:1) → HCID 68267477, compound

HRID 1027577Notes

Reaction equation

HRID 1027577 reaction equation
[CH2:1]([N:3]1[CH2:7][CH:6]([CH2:8][N:9]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:5][S:4]1(=[O:21])=[O:20])[CH3:2].O.NN>CCO>[CH2:1]([N:3]1[CH2:7][CH:6]([CH2:8][NH2:9])[CH2:5][S:4]1(=[O:21])=[O:20])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68267473HCID 68267473, compound

Product 1

HCID 68267477HCID 68267477, compoundYield 53.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(2-Ethyl-1,1-dioxo-1lambda*6*-isothiazolidin-4-ylmethyl)-isoindole-1,3-dione (261 mg, 0.85 mmol) in EtOH (4 ml) was added hydrazine monohydrate (0.165 ml, 4 equiv). The reaction mixture was then refluxed overnight and a white gum formed. The reaction mixture was filtered (rinsing several times with EtOH) and the filtrate was evaporated to afford 81 mg of the expected amine contaminated by 10% of 2,3-Dihydro-phthalazine-1,4-dione. It was used as such in the next step.

Workup

  1. temperatureThe reaction mixture was then refluxed overnight
  2. customa white gum formed
  3. filtrationThe reaction mixture was filtered
  4. wash(rinsing several times with EtOH)
  5. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-764872a3d5004b1cb871427e88fd7417
Source dataset
uspto-grants-2014_05
Patent number
US08735362B2

Reaction notes

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