Methanol → 1-(7-Hydroxy-2-benzothiazolyl)-3-ethyl-urea

HRID 9111

Reaktionsgleichung

Reaktionsgleichung von HRID 9111
Br[C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])[S:8][C:4]=2[C:3]=1[OH:17].C(=O)([O-])[O-].[K+].[K+].CO>CN(C=O)C>[OH:17][C:3]1[C:4]2[S:8][C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])=[N:6][C:5]=2[CH:15]=[CH:16][CH:2]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 219855951-(6-Bromo-7-hydroxy-2-benzothiazolyl)-3-ethylurea

Produkt 1

HCID 219855231-(7-Hydroxy-2-benzothiazolyl)-3-ethyl-urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

General Procedure for 1-(6-bromo-7-alkoxy-2-benzothiazolyl)-3-ethyl-urea compounds 9–13. A mixture of 1-(6-bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea 6 and potassium carbonate (1.05 eq) in anhydrous DMF was stirred at about 20° C. for about 0.5 hour, and was cooled down to about 0° C. The mixture was treated with an alkyl halide (1.0 eq), and was stirred at about 0–85° C. for about 16 hours. To the reaction mixture was added methanol. The solid was filtered off and washed with methanol. The solvent was evaporated and the residue was dissolved in DMF. The crude reaction solution was purified by preparature LC/MS to give pure desired product.

Aufarbeitung

  1. temperaturewas cooled down to about 0° C
  2. stirringwas stirred at about 0–85° C. for about 16 hours
  3. filtrationThe solid was filtered off
  4. washwashed with methanol
  5. customThe solvent was evaporated
  6. dissolutionthe residue was dissolved in DMF
  7. customThe crude reaction solution
  8. customwas purified by preparature LC/MS

Quellen und Nachweise

ORD-Eintrag
ord-b7720941bb934e35991fd79ffdaedd76
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091227B2

Verknüpfte Notizen

Wird geladen…