1-Methylpiperazine → Phenyl 2-chloro-4-(4-methyl-1-piperazinyl)-3-nitrobenzenesulfonate

HRID 840569Notes

Reaction equation

HRID 840569 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[S:12]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:14])=[O:13].[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>C(O)(C)C>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([N:26]2[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]2)[CH:5]=[CH:4][C:3]=1[S:12]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 22619793Phenyl 2,4-dichloro-3-nitrobenzenesulfonate

Product 1

HCID 22619808Phenyl 2-chloro-4-(4-methyl-1-piperazinyl)-3-nitrobenzenesulfonate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Phenyl 2,4-dichloro-3-nitrobenzenesulfonate (17.4 g, 0.05 mol) and 25 ml of methylpiperazine in 100 ml of isopropanol were refluxed for 10 minutes and subsequently concentrated. The residue was stirred with 50 ml of 50% methanol, filtered off with suction, and washed with 50% methanol and finally with water. Melting point 94-95° C. (after recrystallization from cyclohexane).

Workup

  1. concentrationsubsequently concentrated
  2. filtrationfiltered off with suction
  3. washwashed with 50% methanol and finally with water
  4. customMelting point 94-95° C. (after recrystallization from cyclohexane)

Sources & evidence

ORD record
ord-79797c0f8a4542f9983d9c50d8b91cb2
Source dataset
uspto-grants-2002_04
Patent number
US06369057B1

Reaction notes

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