Hydrazine → HCID 178438050, compound

HRID 403501Notes

Reaction equation

HRID 403501 reaction equation
[C:1]([CH:3]([C:13](=O)[CH2:14][CH3:15])[CH2:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)#[N:2].[NH2:17][NH2:18]>CCO>[NH2:2][C:1]1[NH:18][N:17]=[C:13]([CH2:14][CH3:15])[C:3]=1[CH2:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 683790834-(2-Cyano-3-oxopentyl)benzonitrile

Product 1

HCID 178438050HCID 178438050, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 500 ml, four-necked flask equipped with an overhead stirrer, a thermocouple and a condenser was charged 4-(2-cyano-3-oxopentyl)benzonitrile (25) (5 g, 23.6 mmol) and 50 ml of EtOH. The solution was stirred and hydrazine (1.65 g, 33 mmol, 64%, 1.4 eq) was added. The batch was stirred at 65° C. for 3 hours. The solvent was concentrated by vacuum and the residue was slurried with 50 ml of MTBE at room temperature for 30 min. The precipitate was collected by vacuum filtration and the solid was washed with MTBE to give product 26 as a white solid.

Workup

  1. customTo a 500 ml, four-necked flask equipped with an overhead stirrer
  2. stirringThe batch was stirred at 65° C. for 3 hours
  3. concentrationThe solvent was concentrated by vacuum
  4. filtrationThe precipitate was collected by vacuum filtration
  5. washthe solid was washed with MTBE

Sources & evidence

ORD record
ord-fdfd190df9244ea499b38dbd97d901e3
Source dataset
uspto-grants-2014_06
Patent number
US08748435B2

Reaction notes

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