Benzenesulfonyl chloride, 3,4-dichloro- → HCID 57449337, compound

HRID 1868076Notes

Reaction equation

HRID 1868076 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH:12]([CH3:14])[NH:11][CH:10]([CH3:15])[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl:16][C:17]1[CH:18]=[C:19]([S:24](Cl)(=[O:26])=[O:25])[CH:20]=[CH:21][C:22]=1[Cl:23].C(N(C(C)C)CC)(C)C>ClCCl>[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH:12]([CH3:14])[N:11]([S:24]([C:19]3[CH:20]=[CH:21][C:22]([Cl:23])=[C:17]([Cl:16])[CH:18]=3)(=[O:26])=[O:25])[CH:10]([CH3:15])[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7383Benzenesulfonyl chloride, 3,4-dichloro-HCID 81531DiisopropylethylamineHCID 62587713HCID 62587713, compound

Product 1

HCID 57449337HCID 57449337, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(3-chloropyridin-2-yl)-3,5-dimethylpiperazine (370 mg, 1.644 mmol) was dissolved in anhydrous dichloromethane (6 mL) added with 3,4-dichlorobenzene sulfonyl chloride (509 mg, 1.97 mmol) and diisopropylethylamine (0.72 mL, 4.11 mmol). The reaction mixture thus prepared was stirred overnight at room temperature. The reaction was complete as determined by TLC. It was purified via flush column chromatography to afford 4-(3-chloropyridin-2-yl)-1-[(3,4-dichlorophenyl)sulfonyl]-2,6-dimethylpiperazin in 13% yield (110 mg) as a sticky solid.

Workup

  1. customThe reaction mixture thus prepared
  2. customIt was purified
  3. customvia flush column chromatography

Sources & evidence

ORD record
ord-e215eebcb0144ffea1cb210c394d3684
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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