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

HRID 279756Notes

Reaction equation

HRID 279756 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-e01469ea6ce446b888f0971ea88b0a29
Source dataset
uspto-grants-1986_05
Patent number
US04586952

Reaction notes

Loading…