Sodium hydride → HCID 68159499, Verbindung

HRID 508196

Reaktionsgleichung

Reaktionsgleichung von HRID 508196
[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][N:3]=1.[H-].[Na+].[CH3:13][C:14]1[CH:15]=[C:16]([S:21](Cl)(=[O:23])=[O:22])[CH:17]=[C:18]([CH3:20])[CH:19]=1>CN(C=O)C>[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([S:21]([C:16]2[CH:17]=[C:18]([CH3:20])[CH:19]=[C:14]([CH3:13])[CH:15]=2)(=[O:23])=[O:22])[N:3]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 27362353,5-Dimethylbenzenesulfonyl chlorideHCID 178419483HCID 178419483, Verbindung

Produkt 1

HCID 68159499HCID 68159499, VerbindungAusbeute 38,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-bromo-1H-indazole (3 gram; 15 mmol) was dissolved in 30 ml DMF, followed by the addition of sodiumhydride (850 mg, 21 mmol). After stirring for 20 min at room temperature, 3,5-dimethylbenzene-1-sulfonyl chloride (4.4 gram, 21 mmol) was added and the reaction mixture was stirred for another 2 h at room temperature. The reaction was quenched by the addition of water and the formed solids were filtered off and washed with little methanol. The solids were dried to obtain 3-bromo-1-(3,5-dimethylphenylsulfonyl)-1H-indazole (2.1 gram) as a white solid.

Aufarbeitung

  1. stirringthe reaction mixture was stirred for another 2 h at room temperature
  2. customThe reaction was quenched by the addition of water
  3. filtrationthe formed solids were filtered off
  4. washwashed with little methanol
  5. customThe solids were dried

Quellen und Nachweise

ORD-Eintrag
ord-e24a3adcca4a4e009f99988e51e84bb3
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09095583B2

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