Methyl isothiocyanate → HCID 178486101, Verbindung

HRID 66571Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 66571
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][CH:12]([NH2:16])[CH2:11]2)[N:9]=1)[C:2]([NH2:4])=[NH:3].[CH3:17][N:18]=[C:19]=[S:20].C(Cl)(Cl)Cl.CO.N>C(O)C>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][CH:12]([NH:16][C:19]([NH:18][CH3:17])=[S:20])[CH2:11]2)[N:9]=1)[C:2]([NH2:4])=[NH:3]

Komponenten

5

Edukt 3

HCID 11167Methyl isothiocyanateHCID 21866414Chloroform methanol ammoniaHCID 1785126122-Guanidino-4-(3-aminocyclohexyl)thiazole

Produkt 1

HCID 178486101HCID 178486101, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To a solution of 2-guanidino-4-(3-aminocyclohexyl)thiazole (0.6 g.) in ethanol (20 ml) was added methylisothiocyanate (0.18 g.) and the resulting solution was heated under reflux for two hours. The residue obtained on evaporation of the ethanol was subjected to column chromatography on silica gel (Kiesilgel 60, Merck) using chloroform/methanol/ammonia (s.g. 0.88) 8:2:0.3 v/v/v for development. The product, 2-guanidino-4-[3-(3-methylthioureido)cyclohexyl]thiazole, (0.4 g.) was obtained as a glass. The n.m.r. spectrum, in d6 dimethylsulphoxide, included resonances at 1.2-2.2(m,9H);2.8(d,3H); 4.0(m,1H); 6.2(s,1H); 6.8(br s,4H); and 7.2(br d,2H).

Aufarbeitung

  1. temperaturethe resulting solution was heated
  2. temperatureunder reflux for two hours

Quellen und Nachweise

ORD-Eintrag
ord-79818318c5b54ac58f64148de31b4973
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04342765

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