Ethanol → Benzothiazole, 5,6-dimethoxy-2-methyl-

HRID 1881174Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1881174
Br[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[N+:12]([O-])=O.[S-2:15].[Na+].[Na+].[S].[CH2:19](O)[CH3:20]>>[CH3:11][O:10][C:5]1[C:6]([O:8][CH3:9])=[CH:7][C:2]2[S:15][C:19]([CH3:20])=[N:12][C:3]=2[CH:4]=1

Komponenten

5

Edukt 4

HCID 702Ethanol2×HCID 14804Sodium SulfideHCID 1709684-Bromo-5-nitroveratroleHCID 5362487Sulfur

Produkt 1

HCID 112829Benzothiazole, 5,6-dimethoxy-2-methyl-

Versuchsvorschrift

1-Bromo-4,5-dimethoxy-2-nitro-benzene (10 g) was suspended into ethanol (50 ml). To the reaction mixture was added the suspension of sodium sulfide (5 g) and sulfur (0.65 g) in ethanol (12 ml). The reaction mixture was refluxed 1.5 hour and then the resultant solid was filtered and washed with hot water and ethanol. The dry solid was slurried with acetic acid (60 ml) and acetanhydridi (35 ml). To the suspension was gradually added zinc (16.6 g) and the suspension was stirred at room temperature for 15 min before filtering off. The residue was evaporated to dryness. The product was purified by column chromatography using toluene-ethyl acetate-acetic acid 8:1:1 as the eluent.

Aufarbeitung

  1. additionTo the reaction mixture was added
  2. temperatureThe reaction mixture was refluxed 1.5 hour
  3. filtrationthe resultant solid was filtered
  4. washwashed with hot water and ethanol
  5. filtrationbefore filtering off
  6. customThe residue was evaporated to dryness
  7. customThe product was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e2b8445e6e684076841356a2e6169893
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318785B2

Notizen zur Reaktion

Wird geladen…