Hydrazine hydrate (1:1) → HCID 23004174, compound

HRID 1357766Notes

Reaction equation

HRID 1357766 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.NN>C(O)C>[C:1]1([CH:7]2[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])[CH2:11][CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54284958HCID 54284958, compound

Product 1

HCID 23004174HCID 23004174, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

20 g (61.2 mmol) 2-[4-(4-phenyl-piperidin-1-yl)-butyl]-isoin-dolin-1,3-dione and 6.1 g (122.5 mmol) hydrazine hydrate are heated under reflux in 250 ml ethanol for 3 hours. The cooled solution is concentrated under vacuum and the residue is taken up in chloroform. The suspension is filtered and the residue is distributed between chloroform and 10% sodium hydroxide solution. The combined organic phases are dried over sodium sulfate and steam evaporated under vacuum until dry. The resin is further processed without further purification: Yield 11.7 g (82%).

Workup

  1. concentrationThe cooled solution is concentrated under vacuum
  2. filtrationThe suspension is filtered
  3. dry with materialThe combined organic phases are dried over sodium sulfate and steam
  4. customevaporated under vacuum
  5. customuntil dry
  6. customThe resin is further processed without further purification

Sources & evidence

ORD record
ord-f4d7cc7fcc1a496096c1c80e69bc293d
Source dataset
uspto-grants-2003_07
Patent number
US06593344B1

Reaction notes

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