Thionyl Chloride → 4-tert-Butyl-N-[4-chloro-2-(chloro-pyridin-4-yl-methyl)-phenyl]-benzenesulfonamide

HRID 2079495

Reaktionsgleichung

Reaktionsgleichung von HRID 2079495
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[CH:22](O)[C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].O=S(Cl)[Cl:32]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[CH:22]([Cl:32])[C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

3

Edukt 2

HCID 24386Thionyl ChlorideHCID 586460384-tert-Butyl-N-[4-chloro-2-(hydroxy-pyridin-4-yl-methyl)-phenyl]-benzenesulfonamide

Produkt 1

HCID 594855024-tert-Butyl-N-[4-chloro-2-(chloro-pyridin-4-yl-methyl)-phenyl]-benzenesulfonamide

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

4-tert-Butyl-N-[4-chloro-2-(hydroxy-pyridin-4-yl-methyl)-phenyl]-benzenesulfonamide (1.1 g, 2.5 mmol) was dissolved in SOCl2 and heated at 80° C. overnight. Excess SOCl2 was removed by rotary evaporation. The residue suspended in 50 mL DCM was washed with saturated sodium bicarbonate solution (50 mL) and dried over MgSO4. Evaporation of solvent gave white crystalline solid. MS: (M+H)=450.

Aufarbeitung

  1. customExcess SOCl2 was removed by rotary evaporation
  2. washwas washed with saturated sodium bicarbonate solution (50 mL)
  3. dry with materialdried over MgSO4
  4. customEvaporation of solvent
  5. customgave white crystalline solid

Quellen und Nachweise

ORD-Eintrag
ord-410e1da6702d48ffac7175cd0bc4b3ba
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932252B2

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