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

HRID 4143Notes

Reaction equation

HRID 4143 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-eab0fe71e0cc43c3893df4095261d255
Source dataset
uspto-grants-1988_02
Patent number
US04723990

Reaction notes

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