Methyl isothiocyanate → 2-[2-(2,2,2-Trifluoroethyl)guanidino]-6-[3-(3-methylthioureido)propylthio]pyrazine

HRID 364324

Reaktionsgleichung

Reaktionsgleichung von HRID 364324
[F:1][C:2]([F:20])([F:19])[CH2:3][N:4]=[C:5]([NH2:18])[NH:6][C:7]1[CH:12]=[N:11][CH:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][NH2:17])[N:8]=1.[CH3:21][N:22]=[C:23]=[S:24]>C(#N)C>[F:20][C:2]([F:1])([F:19])[CH2:3][N:4]=[C:5]([NH2:18])[NH:6][C:7]1[CH:12]=[N:11][CH:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][NH:17][C:23]([NH:22][CH3:21])=[S:24])[N:8]=1

Komponenten

4

Edukt 2

HCID 11167Methyl isothiocyanateHCID 212988192-[2-(2,2,2-Trifluoroethyl)guanidino]-6-(3-aminopropylthio)pyrazine

Produkt 1

HCID 212987842-[2-(2,2,2-Trifluoroethyl)guanidino]-6-[3-(3-methylthioureido)propylthio]pyrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Versuchsvorschrift

A solution of 2-[2-(2,2,2-trifluoroethyl)guanidino]-6-(3-aminopropylthio)pyrazine in warm acetonitrile (15 ml.) was allowed to cool to room temperature. A solution of methylisothiocyanate (0.15 g.) in acetonitrile (1 ml.) was added and the mixture stirred overnight. Evaporation to dryness gave a yellow solid which was recrystallised from a small volume of ethyl acetate to yield 2-[2-(2,2,2-trifluoroethyl)guanidino]-6-[3-(3-methylthioureido)-propylthio]pyrazine (0.32 g.), m.p. 165°-167°.

Aufarbeitung

  1. customEvaporation to dryness
  2. customgave a yellow solid which
  3. customwas recrystallised from a small volume of ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-5c07f477c87a40b1bfda0e8f80d99176
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04604465

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