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

HRID 1857946Notes

Reaction equation

HRID 1857946 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-946cee777f0c4dcc932334c6dc9cabef
Source dataset
uspto-grants-2000_11
Patent number
US06150362

Reaction notes

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