Methyl iodide → 2-(1-Pyrrolidinylmethyl)benzenesulfonamide, methyl iodide salt

HRID 279757Notes

Reaction equation

HRID 279757 reaction equation
[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[S:13]([NH2:16])(=[O:15])=[O:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:17][I:18]>C(#N)C>[I-:18].[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[S:13]([NH:16][CH3:17])(=[O:14])=[O:15])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 133646292-(Pyrrolidin-1-ylmethyl)benzenesulfonamide

Product 1

HCID 1317139882-(1-Pyrrolidinylmethyl)benzenesulfonamide, methyl iodide salt

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-(pyrrolidinomethyl)benzenesulfonamide (0.8 g) in acetonitrile (10 ml) was contacted with methyl iodide (3 ml) and heated to reflux for 2.0 hrs. Solvent was removed and the residue was treated with acetone and ether. The solid was filtered, digested with acetone (20 ml), chilled, and collected. There was obtained 1.00 g of white solid.

Workup

  1. temperatureheated
  2. temperatureto reflux for 2.0 hrs
  3. customSolvent was removed
  4. additionthe residue was treated with acetone and ether
  5. filtrationThe solid was filtered
  6. temperaturechilled
  7. customcollected

Sources & evidence

ORD record
ord-d28de5a35eae453a86c411c4a27e74fc
Source dataset
uspto-grants-1986_05
Patent number
US04586952

Reaction notes

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