반응 #66984

반응 방정식

isopropylamine

phenylisothiocyanate

pyridine

methyl bromoacetate

HCl

→

3-phenyl-2-[(Z)-isopropylimino]-thiazolidin-4-one

용매

methanol

반응 조건

후처리

1. 1
   온도The solution which becomes slightly warm during the addition
2. 2
   workup.ADDITIONis added
3. 3
   추출extracted with diethyl ether (150 mL)
4. 4
   workup.ADDITIONby adding sat. aq. NaHCO3
5. 5
   추출extracted with diethyl ether (4×150 mL)
6. 6
   건조The organic extracts are dried over MgSO4
7. 7
   기타evaporated
8. 8
   여과filtered off
9. 9
   세척washed with additional diethyl ether/heptane
10. 10
    기타dried

실험 절차

To a solution of isopropylamine (1.31 g, 22.19 mmol) in methanol (25 mL) is added portionwise phenylisothiocyanate (3.0 g, 22.19 mmol). The solution which becomes slightly warm during the addition is stirred at rt for 4 h before pyridine (2.63 g, 33.29 mmol) and methyl bromoacetate (3.39 g, 22.19 mmol) is added. The mixture is stirred for another 16 h at rt before it is poured onto 1 N aq. HCl (100 mL) and extracted with diethyl ether (150 mL). The aq. layer is neutralised by adding sat. aq. NaHCO3 and extracted with diethyl ether (4×150 mL). The organic extracts are dried over MgSO4 and evaporated. The remaining solid is suspended in diethyl ether/heptane, filtered off, washed with additional diethyl ether/heptane and dried to give 3-phenyl-2-[(Z)-isopropylimino]-thiazolidin-4-one.

출처