HCID 21278908, compound → HCID 21278914, compound

HRID 2291555Notes

Reaction equation

HRID 2291555 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[CH:20][CH:19]=3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][C:18]3[CH:19]=[CH:20][C:21]([NH2:24])=[CH:22][CH:23]=3)[CH2:14][CH2:15]2)=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 21278908HCID 21278908, compound

Product 1

HCID 21278914HCID 21278914, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1-(4-Nitrophenyl)-4-(4-nitrophenethyl)piperazine (3.35 g) in methylated spirit (400 ml) was hydrogenated at 45° and 60 psi over 10% Pd/C (about 300 mg) for 3 hours. The catalyst was then removed by filtration and the filtrate evaporated to dryness, giving an off-white residual solid which was crystallized from ethyl acetate (charcoal); yield of the title compound 2.1 g, m.p. 156°-8°.

Workup

  1. customwas hydrogenated at 45°
  2. customThe catalyst was then removed by filtration
  3. customthe filtrate evaporated to dryness
  4. customgiving an off-white residual solid which
  5. customwas crystallized from ethyl acetate (charcoal)

Sources & evidence

ORD record
ord-2ecbf29dc622475082fa10911efb739f
Source dataset
uspto-grants-1989_01
Patent number
US04797401

Reaction notes

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