3-Cyanobenzene-1-sulfonyl chloride → cis-1-(3-Cyanobenzenesulphonyl)-2,6-dimethyl-4-phenylmethylpiperazine

HRID 1064596Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1064596
[CH2:1]([N:8]1[CH2:13][C@@H:12]([CH3:14])[NH:11][C@@H:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]([C:18]1[CH:19]=[C:20]([S:24](Cl)(=[O:26])=[O:25])[CH:21]=[CH:22][CH:23]=1)#[N:17]>N1C=CC=CC=1>[C:16]([C:18]1[CH:19]=[C:20]([S:24]([N:11]2[C@H:10]([CH3:15])[CH2:9][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:13][C@@H:12]2[CH3:14])(=[O:26])=[O:25])[CH:21]=[CH:22][CH:23]=1)#[N:17]

Komponenten

4

Edukt 2

HCID 28013603-Cyanobenzene-1-sulfonyl chlorideHCID 12197174(3r,5s)-1-Benzyl-3,5-dimethylpiperazine

Produkt 1

HCID 69746861cis-1-(3-Cyanobenzenesulphonyl)-2,6-dimethyl-4-phenylmethylpiperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of cis-4-benzyl-2,6-dimethylpiperazine (1 g), 4-N,N-dimethylaminopyridine(0.54 g), 3-cyanobenzenesulphonyl chloride (2.13 g) in pyridine (3 ml) were stirred at ambient temperature. After 1 h the mixture was partitioned between dichloromethane and water. The organic phase further washed with brine, collected, dried, (MgSO4) and solvent evaporated under reduced pressure to leave the subtitle compound as an orange gum. Yield: 1 g

Aufarbeitung

  1. customAfter 1 h the mixture was partitioned between dichloromethane and water
  2. washThe organic phase further washed with brine
  3. customcollected
  4. customdried
  5. custom(MgSO4) and solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d447eb12e2d34832b0a79827c2d5c615
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06969713B2

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