HCID 70426887, compound → HCID 12554633, compound

HRID 1863005Notes

Reaction equation

HRID 1863005 reaction equation
[N+:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][N:4]1[CH2:5][CH2:6][N:7]([C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:9]1

Participants

5

Reactant 2

HCID 70426887HCID 70426887, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12554633HCID 12554633, compoundYield 92.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 11.75 g (0.05 mole) of p-nitrobenzoylpiperazine in 150 ml of absolute methanol and 0.2 g of 10% palladium on carbon is hydrogenated on a Parr apparatus during which the calculated amount of hydrogen is taken up over a 1.5 hour period. The reaction is left to stand overnight at room temperature. The reaction mixture is filtered from the catalyst and the filtrate concentrated in vacuo giving a near white crystalline residue. This residue is re-crystallized from 1-propanol at the boiling point giving 9.51 g of near-white crystals of melting point 194.5°-195.5° C.

Workup

  1. waitThe reaction is left
  2. waitto stand overnight at room temperature
  3. filtrationThe reaction mixture is filtered from the catalyst
  4. concentrationthe filtrate concentrated in vacuo
  5. customgiving a near white crystalline residue
  6. customThis residue is re-crystallized from 1-propanol at the boiling point

Sources & evidence

ORD record
ord-82d760b6685b443191ddc84a5729278a
Source dataset
uspto-grants-1979_09
Patent number
US04167567

Reaction notes

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