Methyl isothiocyanate → N-methyl-N'-2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethylthiourea

HRID 1200242Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1200242
[CH3:1][N:2]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[CH3:3].[CH3:15][N:16]=[C:17]=[S:18]>C(O)C>[CH3:15][NH:16][C:17]([NH:14][CH2:13][CH2:12][S:11][CH2:10][C:8]1[N:9]=[C:5]([CH2:4][N:2]([CH3:1])[CH3:3])[S:6][CH:7]=1)=[S:18]

Komponenten

4

Edukt 2

HCID 11167Methyl isothiocyanateHCID 109773182-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazole

Produkt 1

HCID 15053483N-methyl-N'-2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethylthiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution was prepared containing 0.80 g. of 2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethylamine and 0.29 g. of methylisothiocyanate in 10 ml. of ethanol. The solution was stirred at room temperature for about 17 hours after which time the solvent was removed by evaporation in vacuo. The residual gum, comprising N-methyl-N'-2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethylthiourea formed in the above reaction, was purified by chromatography over silica using a gradient elution technique with ethyl acetate containing increasing quantities of methanol as the eluant. Fractions containing the above compound were combined and the solvent evaporated therefrom in vacuo, leaving as a residue 0.83 g. of a glassy solid.

Aufarbeitung

  1. customA solution was prepared
  2. additioncontaining 0.80 g
  3. customwas removed by evaporation in vacuo
  4. customformed in the above reaction
  5. customwas purified by chromatography over silica using
  6. washa gradient elution technique with ethyl acetate containing
  7. temperatureincreasing quantities of methanol as the eluant
  8. additionFractions containing the above compound
  9. customthe solvent evaporated
  10. customin vacuo, leaving as a residue 0.83 g

Quellen und Nachweise

ORD-Eintrag
ord-34d110e9d3534ea6b6ed3770dc649bd4
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04904792

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