HCID 1087313, compound → HCID 6494482, compound

HRID 237018Notes

Reaction equation

HRID 237018 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][C:20]=3[O:25][CH3:26])[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pt]=O.C(Cl)(Cl)Cl>[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][C:20]=3[O:25][CH3:26])[CH2:15][CH2:14]2)(=[O:11])=[O:12])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 1087313HCID 1087313, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 6494482HCID 6494482, compoundYield 41.3%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 5.00 g (0.0133 m) of 1-[(p-nitrophenyl)sulfonyl]-4-(o-methoxyphenyl)piperazine, 0.28 g of platinum oxide and 150 ml of chloroform is shaken under pressure in a Parr hydrogenator. After hydrogen ceases to be taken up (1 hour), the reaction mixture is filtered through a fine sintered glass funnel. The filtrate is taken to dryness and crystallized once from methanol/methylene chloride and a second time from methanol to give 1.9 g (41%) of 1-[(p-aminophenyl)sulfonyl]-4-(o-methoxyphenyl)-piperazine of melting point 230°-232° C.

Workup

  1. custom(1 hour)
  2. filtrationthe reaction mixture is filtered through a fine sintered glass funnel
  3. customcrystallized once from methanol/methylene chloride

Sources & evidence

ORD record
ord-d6ead43e9dd64936930f23a8f53ab5ce
Source dataset
uspto-grants-1979_06
Patent number
US04159331

Reaction notes

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