4-Phenylpiperidine → 1-Piperidinesulfonamide, 4-phenyl-
Reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:13](N)([NH2:16])(=[O:15])=[O:14]>O1CCOCC1>[NH2:16][S:13]([N:10]1[CH2:9][CH2:8][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:12][CH2:11]1)(=[O:15])=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
4-Phenyl-piperidine (10 g, 62 mmol) was dissolved in dioxane (100 mL). Sulfamide (23.8 g, 248 mmol) was then added and the reaction mixture heated to 100° C. for 14 h. The reaction mixture was then cooled to room temperature, quenched by addition of 1N HCl and then concentrated to remove dioxane. The product was extracted with ethyl acetate (100 mL), dried (Na2SO4), filtered and concentrated to yield the title compound as a light brown solid.
Workup
- temperatureThe reaction mixture was then cooled to room temperature
- customquenched by addition of 1N HCl
- concentrationconcentrated
- customto remove dioxane
- extractionThe product was extracted with ethyl acetate (100 mL)
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-d0a30a179f2d44099ca63f03c1ba702d
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08283478B2
Reaction notes
Loading…