Hydrochloric Acid → HCID 12542731, compound

HRID 1398078Notes

Reaction equation

HRID 1398078 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9]C23C=CC=CC2C(NC3=O)=O)[C:4](=[O:21])[C:3]1=[O:22].O.[NH2:24]N.O.[ClH:27]>C(O)C>[ClH:27].[NH2:24][CH2:9][CH2:8][N:5]1[CH2:6][CH2:7][N:2]([CH3:1])[C:3](=[O:22])[C:4]1=[O:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 66819873HCID 66819873, compound

Product 1

HCID 12542731HCID 12542731, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 3.60 g (11.95 mmol) of 2-[2-(4-methyl-2,3-dioxo-1-piperazinyl)ethyl]phthalimide in 30 mL of ethanol was added 695 μL (14.34 mmol) of hydrazine monohydrate and the mixture was stirred at 40° C. for over night. The reaction mixture was cooled to room temperature, then, 25 mL of water and 6 mL of 6N—HCl were added to this mixture and the mixture was stirred for 5 hours at room temperature. After removed off the insoluble substances by filtration, the filtrate was concentrated and the residue was re-crystallized by 2% water-ethanol solution to give 2.12 g (85%) of the title compound.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. stirringthe mixture was stirred for 5 hours at room temperature
  3. customAfter removed off the insoluble substances
  4. filtrationby filtration
  5. concentrationthe filtrate was concentrated
  6. customthe residue was re-crystallized by 2% water-ethanol solution

Sources & evidence

ORD record
ord-e6bc759673854545a29afd17d195b702
Source dataset
uspto-grants-2014_12
Patent number
US08901315B2

Reaction notes

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