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4-Iodobenzenesulfonyl chloride → 1-[(4-Iodophenyl)sulfonyl]-4-methylpiperazine

HRID 502648
Notes
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Reaction equation

HRID 502648 reaction equation
[CH:1]1[C:6]([S:7](Cl)(=[O:9])=[O:8])=[CH:5][CH:4]=[C:3]([I:11])[CH:2]=1.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>C1COCC1>[I:11][C:3]1[CH:4]=[CH:5][C:6]([S:7]([N:16]2[CH2:17][CH2:18][N:13]([CH3:12])[CH2:14][CH2:15]2)(=[O:9])=[O:8])=[CH:1][CH:2]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 73994-Iodobenzenesulfonyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 37451491-[(4-Iodophenyl)sulfonyl]-4-methylpiperazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Pipsyl chloride (1.21 g, 4.0 mmol) was dissolved in THF (12 mL) and 4-methylpiperazine (1.1 mL, 12.2 mmol) was added dropwise. The resulting suspension was allowed to stir at RT over night. Filtration and washing with THF afforded crop 1 of compound 58. The mother liquors were concentrated, taken up in CH2Cl2, washed with H2O and brine, then dried over Na2SO4 to afford a second crop of compound 58.

Workup

  1. filtrationFiltration
  2. washwashing with THF afforded crop 1 of compound 58
  3. concentrationThe mother liquors were concentrated
  4. washwashed with H2O and brine
  5. dry with materialdried over Na2SO4

Sources & evidence

ORD record
ord-06792456175c4a5aa36914bb7a9d00a0
Source dataset
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07776867B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes