HCID 2843240, compound → HCID 13588958, compound

HRID 1589184Notes

Reaction equation

HRID 1589184 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:20])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-])=O)[CH:12]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[H][H]>[Pd].C(O)C>[NH2:17][C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=1)[C:10]([NH:9][CH2:8][CH2:7][CH2:6][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)=[O:20]

Participants

5

Reactant 2

HCID 2843240HCID 2843240, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13588958HCID 13588958, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2.35 g. of N-[3-(1H-imidazol-1-yl)propyl]-3-nitrobenzamide, 0.5 g. of 10% palladium on carbon catalyst and 150 ml. of ethanol was shaken under 45 lbs. of hydrogen in a Parr hydrogenator until the reaction was complete. The catalyst was removed by filtration and the mother liquor concentrated. The crystalline residue was washed onto a filter with ether, giving the desired product, m.p. 88°-90° C.

Workup

  1. additionA mixture of 2.35 g
  2. customThe catalyst was removed by filtration
  3. concentrationthe mother liquor concentrated
  4. washThe crystalline residue was washed onto
  5. filtrationa filter with ether

Sources & evidence

ORD record
ord-248031493f63407a8b84f2548fc2dbf8
Source dataset
uspto-grants-1986_02
Patent number
US04568687

Reaction notes

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