Benzenesulfonyl chloride → HCID 59859943, Verbindung

HRID 2174950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2174950
[Br:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[C:11]1([S:17](Cl)(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([NH:10][S:17]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:19])=[O:18])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 7369Benzenesulfonyl chlorideHCID 447548695-Bromo-2-methoxypyridin-3-amine

Produkt 1

HCID 59859943HCID 59859943, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

5-bromo-2-methoxypyridin-3-amine (1.231 mmol) was dissolved in pyridine (3 ml) at 0° C. Benzene sulfonyl chloride (1.847 mmol) was added drop wise and the reaction mixture was stirred at RT for 2 h. The reaction mixture was evaporated to dryness and the residue was dissolved in ethyl acetate (100 mL). The ethyl acetate layer was washed with water, separated and dried over sodium sulfate. The organic layer was evaporated to dryness. The crude material obtained was purified by (silica column, EtOAc/Hexane as eluent) to obtain the title compound. 1HNMR (300 MHz, DMSO-d6): δ 10.16 (s, 1H), 8.05 (d, J=2.4 Hz, 1H), 7.77 (m, 2H), 7.68 (d, J=2.4 Hz, 1H), 7.64 (m, 1H), 7.55 (m, 1H), 3.61 (s, 3H); MS (m/z): 343 (M)+.

Aufarbeitung

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutionthe residue was dissolved in ethyl acetate (100 mL)
  3. washThe ethyl acetate layer was washed with water
  4. customseparated
  5. dry with materialdried over sodium sulfate
  6. customThe organic layer was evaporated to dryness
  7. customThe crude material obtained
  8. customwas purified by (silica column, EtOAc/Hexane as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-7db1d4af3a2049ada70bec6008e9cbe7
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09062046B2

Notizen zur Reaktion

Wird geladen…