Sodium hydride → 6-Methoxy-1-methyl-3,4-dihydro-1H-benzo[c][1,2]thiazine 2,2-dioxide

HRID 1244040Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1244040
Br[CH2:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[N:11]([CH3:16])[S:12]([CH3:15])(=[O:14])=[O:13].[H-].[Na+]>CN(C=O)C>[CH3:10][O:9][C:7]1[CH:6]=[CH:5][C:4]2[N:11]([CH3:16])[S:12](=[O:14])(=[O:13])[CH2:15][CH2:2][C:3]=2[CH:8]=1

Komponenten

4

Edukt 2

HCID 24758Sodium hydrideHCID 21931771N-(2-Bromomethyl-4-methoxy-phenyl)-N-methyl-methanesulfonamide

Produkt 1

HCID 219317126-Methoxy-1-methyl-3,4-dihydro-1H-benzo[c][1,2]thiazine 2,2-dioxideAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A solution of 291 mg (0.95 mmol) N-(2-Bromomethyl-4-methoxy-phenyl)-N-methyl-methanesulfonamide in 15 ml of DMF was treated with 45 mg (1.14 mmol) 60% NaH and the reaction mixture was stirred at 75° C. for 4 hours. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, dried and evaporated. The residue was passed through a short plug of silica gel eluting with 25% ethyl acetate in hexane. There was obtained 123 mg (57%) of the desired product. Mass spectrum APCI (m/z) 228 (p+1).

Aufarbeitung

  1. customThe reaction was quenched with water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-835bd49c2d69414fab553123461ce7b9
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07119207B2

Notizen zur Reaktion

Wird geladen…