Tetrahydrofuran → 5-Amino-3-(4-chloro-1-naphthyl)-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazole

HRID 1289772Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1289772
[NH2:1][C:2]1[N:6]=[C:5]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([Cl:17])=[CH:9][CH:8]=2)[NH:4][N:3]=1.[OH-].[Na+].[CH3:20][N:21]=[C:22]=[S:23].O1CCCC1>C(Cl)(Cl)Cl>[NH2:1][C:2]1[N:3]([C:22]([NH:21][CH3:20])=[S:23])[N:4]=[C:5]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([Cl:17])=[CH:9][CH:8]=2)[N:6]=1

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 11167Methyl isothiocyanateHCID 14798Sodium HydroxideHCID 107528543-Amino-5-(4-chloro-1-naphthyl)-1H-1,2,4-triazol

Produkt 1

HCID 105916075-Amino-3-(4-chloro-1-naphthyl)-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazoleAusbeute 5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

The synthesis method of Example 7-(3) was applied. The compound (2.19 g) obtained in (4) above, a 1N sodium hydroxide solution (10.0 ml), methyl isothiocyanate (1.38 g) and tetrahydrofuran (10 ml) were used as reagents. After the reaction, silica gel column chromatography (chloroform) and recrystallization from chloroform gave 135 mg of white crystals (yield 5% from methyl 4-chloro-1-naphthoate).

Quellen und Nachweise

ORD-Eintrag
ord-2974aa6beeca4219865fcf73d63b5b3e
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05750545

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