HCID 766883, compound → 4-[[4-(2-Pyridinyl)-1-piperazinyl]sulfonyl]benzenamine

HRID 237023Notes

Reaction equation

HRID 237023 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 766883HCID 766883, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 213149164-[[4-(2-Pyridinyl)-1-piperazinyl]sulfonyl]benzenamineYield 81.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 10.62 g (0.0305 m) of 1-[(p-nitrophenyl)sulfonyl]-4-(2-pyridinyl)piperazine, 1.5 g of 5% palladium on charcoal, and 150 ml of absolute ethanol is shaken under hydrogen on a Parr hydrogenator. After the theoretical amount of hydrogen has been taken up, the catalyst is filtered off and the filtrate is taken to dryness. The product, 1-[(p-aminophenyl)sulfonyl]-4-(2-pyridinyl)piperazine, is crystallized from methanol/methylene chloride to give 7.89 g (81%) of 1-[(p-aminophenyl)sulfonyl]-4-(2-pyridinyl)piperazine of melting point 208°-210° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customThe product, 1-[(p-aminophenyl)sulfonyl]-4-(2-pyridinyl)piperazine, is crystallized from methanol/methylene chloride

Sources & evidence

ORD record
ord-0cb10a9ccff14731aadb60a726908d6d
Source dataset
uspto-grants-1979_06
Patent number
US04159331

Reaction notes

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