Phenyl Isothiocyanate → N-(3-Methyl-1,3-thiazolidin-2-ylidene)-N'-phenylthiourea

HRID 1413428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1413428
C[O-].[Na+].I.[NH:5]=[C:6]1[N:10]([CH3:11])[CH2:9][CH2:8][S:7]1.[C:12]1([N:18]=[C:19]=[S:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(O)C>[CH3:11][N:10]1[CH2:9][CH2:8][S:7][C:6]1=[N:5][C:19]([NH:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[S:20]

Komponenten

5

Edukt 3

HCID 7673Phenyl IsothiocyanateHCID 27705073-methyl-1,3-thiazolidin-2-imine HydroiodideHCID 10942334Sodium Methoxide

Produkt 1

HCID 54546998N-(3-Methyl-1,3-thiazolidin-2-ylidene)-N'-phenylthiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Sodium methoxide (2.16 g) was added to a mixture of 2-imino-3-methylthiazolidine hydroiodide (10.0 g) in ethanol (50 ml) and brought to reflux, with stirring. Phenylisothiocyanate (5.4 g) in ethanol (20 ml) was added to the mixture over 5 minutes and the resultant mixture heated under reflux, with stirring, for one hour then cooled in ice. Filteration gave analytically pure product, mpt 169°-170°, which may be recrystallised from isopropanol.

Aufarbeitung

  1. temperatureto reflux
  2. temperatureunder reflux
  3. stirringwith stirring, for one hour
  4. temperaturethen cooled in ice
  5. customFilteration gave analytically pure product, mpt 169°-170°, which
  6. custommay be recrystallised from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-bbf1b3724acf419abc9d1f16a86dfde4
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04250173

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