Reaktion #9254

Reaktionsgleichung

thiophenol

N-ethyl-N′-(7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)urea

thiophenol

HCl

→

pure product

N-[7,7-Di(phenylsulfanyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]-N′-ethylurea

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture stirred for about another 2 hrs
2. 2
   SonstigeThe ethanol was removed in vacuo and H2O
3. 3
   workup.ADDITIONwas added
4. 4
   workup.ADDITIONThe aqueous phase was neutralized by addition of 2M NaOH
5. 5
   Extraktionthe product was extracted into CH2Cl2 (4 times)
6. 6
   TrocknenThe combined organic phases were dried over MgSO4
7. 7
   SonstigeEvaporation of the solvent

Vorschrift

A suspension of N-ethyl-N′-(7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)urea (1.0 g, 4.18 mmol) and thiophenol (0.59 mL, 4.74 mmol) in EtOH (20 mL) was saturated with HCl (g) at about 0° C. The reaction mixture was stirred at about 20° C. for about 2 hrs then a second portion of thiophenol (0.59 mL, 4.74 mmol) was added and the reaction mixture stirred for about another 2 hrs. The ethanol was removed in vacuo and H2O was added. The aqueous phase was neutralized by addition of 2M NaOH and the product was extracted into CH2Cl2 (4 times). The combined organic phases were dried over MgSO4. Evaporation of the solvent gave 1.85 g (quantitative yield) pure product.

Quelle