반응 #9254

반응 방정식

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

용매

EtOH

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction mixture stirred for about another 2 hrs
2. 2
   기타The 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
   추출the product was extracted into CH2Cl2 (4 times)
6. 6
   건조The combined organic phases were dried over MgSO4
7. 7
   기타Evaporation of the solvent

실험 절차

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.

출처