Ammonia → Cyclopentanesulfonamide

HRID 1186438Notes

Reaction equation

HRID 1186438 reaction equation
[CH:1]1([S:6](Cl)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH3:10]>CO>[CH:1]1([S:6]([NH2:10])(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 3717197Cyclopentanesulfonyl chloride

Product 1

HCID 4645983CyclopentanesulfonamideYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to Reference Example 9-7, by use of cyclopentanesulfonyl chloride (300 mg, 1.8 mmol) and a 7 mol/L solution of ammonia in methanol (2 mL), the mixture was stirred and reacted at room temperature for 4 hours. After slurry purification using chloroform, purification by silica gel column chromatography (chloroform/methanol=1/0 to 20/1) was performed to give cyclopentanesulfonamide (Compound FP) (173 mg, yield: 66%).

Workup

  1. customreacted at room temperature for 4 hours
  2. custompurification
  3. customchloroform, purification by silica gel column chromatography (chloroform/methanol=1/0 to 20/1)

Sources & evidence

ORD record
ord-c2b4b21c9ff041e39b5178600640b348
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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