Piperidine → 4-(Piperidine-1-sulfonyl)benzonitrile

HRID 1595942Notes

Reaction equation

HRID 1595942 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[N:2].[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C(Cl)Cl>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 394974-Cyanobenzenesulfonyl chloride

Product 1

HCID 67335704-(Piperidine-1-sulfonyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-cyanobenzenesulfonyl chloride (0.51 g, 2.5 mmol) and piperidine (0.60 mL, 517 mg, 6.04 mmol) in 10 mL methylene chloride was stirred overnight at ambient temperature. The organic layer was washed successively with water, 5% HCl and brine, dried (Na2SO4) and concentrated. The resulting white solid (0.61 g, 96%) was used with no further purification.

Workup

  1. washThe organic layer was washed successively with water, 5% HCl and brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated
  4. customThe resulting white solid (0.61 g, 96%) was used with no further purification

Sources & evidence

ORD record
ord-3ea63601232a458b8b96d1ba92c2708f
Source dataset
uspto-grants-2001_09
Patent number
US06288228B1

Reaction notes

Loading…