Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Isopropylamine | HCID 6363 | — |
| Edukt | Phenyl Isothiocyanate | HCID 7673 | — |
| Edukt | Methyl bromoacetate | HCID 60984 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | HCID 178457009 | HCID 178457009 | — |
Reaktionsschritte
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.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | USRE045174E1 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-e3b9f18d24bc48f88aa329f680ae8993 |
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| Quellennotiz | uspto-grants-2014_09 |
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