Potassium Carbonate → 3-chloro-N-methylpropane-1-sulfonamide

HRID 36876

Reaction equation

HRID 36876 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][S:5](Cl)(=[O:7])=[O:6].Cl.[CH3:10][NH2:11].C(=O)([O-])[O-].[K+].[K+]>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.C(OCC)(=O)C>[CH3:10][NH:11][S:5]([CH2:4][CH2:3][CH2:2][Cl:1])(=[O:7])=[O:6]

Participants

6

Procedure

3-Chloropropylsulfonyl chloride 1 (6.8 g,94.9 mmol), methylamine hydrochloride (13.5 g,200 mmol), and potassium carbonate (27.6 g,200 mmol) were added in turn to ethyl acetate (500 ml). After the addition of N-benzyltrimethylammonium chloride (about 200 mg), the resultant mixture was stirred for 2 hours at room temperature and dried over anhydrous sodium sulfate. The mixture was filtered through a small amount of silica gel and the filtrate was concentrated in vacuo to give 12 g (74%) of crude N-methyl-3-chloropropylsulfonamide (intermediate 3b) as a pale yellow oil.

Workup

  1. dry with materialdried over anhydrous sodium sulfate
  2. filtrationThe mixture was filtered through a small amount of silica gel
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-88506e12a7c6447fb7f6d563c2d9e044
Source dataset
uspto-grants-1995_05
Patent number
US05418230

Linked notes

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