Sulfamide → 4-(3,4-Dichlorophenoxy)-[1,4'-bipiperidine]-1'-sulfonamide

HRID 969548Notes

Reaction equation

HRID 969548 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH2:8][CH2:7]1.[S:22](N)([NH2:25])(=[O:24])=[O:23]>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH:6]1[CH2:7][CH2:8][N:9]([CH:12]2[CH2:13][CH2:14][N:15]([S:22]([NH2:25])(=[O:24])=[O:23])[CH2:16][CH2:17]2)[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 82267SulfamideHCID 223974344-(3,4-Dichloro-phenoxy)-[1,4']bipiperidine

Product 1

HCID 231027624-(3,4-Dichlorophenoxy)-[1,4'-bipiperidine]-1'-sulfonamideYield 80.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-(3,4-Dichlorophenoxy)-1,4′-bipiperidine (5 g, 0.0152 mol) and sulfamide (1.45 g, 0.0152 mol) were stirred together in dioxan (150 ml) at reflux for 24 hours. The resulting mixture was cooled to ambient temperature, evaporated to dryness and the residue was triturated with ether to give the title compound as a tan solid (5 g; MS APCI 409/411 (M+H)).

Workup

  1. temperatureat reflux for 24 hours
  2. customevaporated to dryness
  3. customthe residue was triturated with ether

Sources & evidence

ORD record
ord-d4eb8159bf6f4990b3a63ba470156b55
Source dataset
uspto-grants-2007_12
Patent number
US07307090B2

Reaction notes

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