Pyrrolidine → 2-(Pyrrolidin-1-ylmethyl)benzenesulfonamide

HRID 1153867Notes

Reaction equation

HRID 1153867 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH2:12])(=[O:11])=[O:10].[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>C(#N)C>[N:13]1([CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[S:9]([NH2:12])(=[O:11])=[O:10])[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 133646272-(Chloromethyl)benzenesulfonamide

Product 1

HCID 133646292-(Pyrrolidin-1-ylmethyl)benzenesulfonamideYield 92.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-(chloromethyl)benzenesulfonamide (2.00 g, 10 mmol) in acetonitrile (20 ml) was contacted with pyrrolidine (1.6 ml, 20 mmol). After 1.0 hr at ambient temperature, the volatiles were removed under vacuum and the residue was treated with water (40 ml) and chilled. The resulting solid was pulverized, filtered, and dried to give 2.23 g of white solid, m.p. 110°-112°.

Workup

  1. customthe volatiles were removed under vacuum
  2. additionthe residue was treated with water (40 ml)
  3. temperaturechilled
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-3f08ed93165d4a02bf3ac616da006fbc
Source dataset
uspto-grants-1984_12
Patent number
US04486589

Reaction notes

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