Triethylamine → HCID 85881340, compound

HRID 916843Notes

Reaction equation

HRID 916843 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:7]=[C:8]([S:12]([NH2:15])(=[O:14])=[O:13])[CH:9]=[CH:10][CH:11]=1.C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>C1COCC1>[CH3:23][S:24]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12]([NH2:15])(=[O:13])=[O:14])[CH:7]=1)(=[O:26])=[O:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 69383787HCID 69383787, compound

Product 1

HCID 85881340HCID 85881340, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-(4-hydroxybutyl)benzenesulfonamide (458 mg) in dry THF (10 ml) was treated with triethylamine (0.307 ml) and the resultant solution cooled to 0° C. Methanesulfonyl chloride (0.17 ml) was added dropwise. The mixture was allowed to warm to room temperature and stirred for a further 15 minutes. The reaction mixture was partitioned between 1M HClaq and EtOAc. The aqueous phase was washed with EtOAc. The combined organic phase was dried (MgSO4) and concentrated in vacuo to give the title compound LCMS RT=2.67 min.

Workup

  1. customThe reaction mixture was partitioned between 1M HClaq and EtOAc
  2. washThe aqueous phase was washed with EtOAc
  3. dry with materialThe combined organic phase was dried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4f42d23da3674d33b2600eda8cfb2acc
Source dataset
uspto-grants-2007_09
Patent number
US07271197B2

Reaction notes

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