Hydrazine hydrate (1:1) → HCID 68524405, compound

HRID 1907655Notes

Reaction equation

HRID 1907655 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][N:10]=2)[N:4]=[C:3]1[CH2:15][N:16]1C(=O)C2C(=CC=CC=2)C1=O.O.NN>C(O)C>[NH2:16][CH2:15][C:3]1[N:2]([CH3:1])[C:7](=[O:8])[CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][N:10]=2)[N:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68531866HCID 68531866, compound

Product 1

HCID 68524405HCID 68524405, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5.3 g (15.26 mmol) of 2-(1-Methyl-6-oxo-1,6-dihydro-[4,4]bipyrimidinyl-2-ylmethyl)-isoindole-1,3-dione in 40 ml of ethanol was added 2.37 mL (76.30 mmol) of hydrazine hydrate and the resulting mixture was heated under reflux for 3 h. The mixture was filtered and the solid obtained was triturated with dichloromethane for 24 h, filtered, and the resulting filtrates were evaporated to dryness, the residue was triturated with diethyl ether and filtered to give 1.8 g of pure compound as a solid.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 3 h
  3. filtrationThe mixture was filtered
  4. customthe solid obtained
  5. customwas triturated with dichloromethane for 24 h
  6. filtrationfiltered
  7. customthe resulting filtrates were evaporated to dryness
  8. customthe residue was triturated with diethyl ether
  9. filtrationfiltered

Sources & evidence

ORD record
ord-3a9f55b67af249a2910ad113879c7fa2
Source dataset
uspto-grants-2013_12
Patent number
US08598175B2

Reaction notes

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