Methyl isothiocyanate → Metiamide

HRID 461528Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 461528
C(=O)([O-])[O-].[K+].[K+].Cl.Cl.[CH3:9][C:10]1[N:11]=[CH:12][NH:13][C:14]=1[CH2:15][S:16][CH2:17][CH2:18][NH2:19].[CH3:20][N:21]=[C:22]=[S:23]>O>[CH3:20][NH:21][C:22]([NH:19][CH2:18][CH2:17][S:16][CH2:15][C:14]1[N:13]=[CH:12][NH:11][C:10]=1[CH3:9])=[S:23]

Komponenten

5

Edukt 3

HCID 11167Methyl isothiocyanateHCID 11430Potassium CarbonateHCID 30159992-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochloride

Produkt 1

HCID 1548992Metiamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

Potassium carbonate (7.75 g.) was added to a solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole dihydrochloride (14.6 g.) in water (120 ml.). The solution was stored at room temperature for 15 minutes and methyl isothiocyanate (5.15 g.) was added. After heating under reflux for 30 minutes, the solution was slowly cooled to 5° C. The product was collected and recrystallized from water to give N-methyl-N'-[2-((5-methyl-4-imidazolyl)-methylthio)ethyl]thiourea, m.p. 150°-152° C.

Aufarbeitung

  1. temperatureAfter heating
  2. temperatureunder reflux for 30 minutes
  3. customThe product was collected
  4. customrecrystallized from water

Quellen und Nachweise

ORD-Eintrag
ord-91b438b35fe445da9a4cf430fa471cbd
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04063023

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