Ethanol → HCID 178470470, Verbindung

HRID 1679376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1679376
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][N:8]=[C:9]=[S:10])=[CH:5][CH:4]=1.[C:13]([NH:18][NH2:19])(=O)[C:14]([OH:16])=[O:15].[CH2:20](O)[CH3:21]>>[CH2:20]([O:16][C:14]([C:13]1[N:8]([CH2:7][C:6]2[CH:11]=[CH:12][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:9]([SH:10])=[N:19][N:18]=1)=[O:15])[CH3:21]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 1231974-Methoxybenzyl isothiocyanateHCID 222877Hydrazino(oxo)acetic acid

Produkt 1

HCID 178470470HCID 178470470, Verbindung

Versuchsvorschrift

A solution of p-methoxybenzyl isothiocyanate (8.95 g.) and the ethyl ester of oxalic acid monohydrazide (6.8 g.) in ethanol (50 ml.) was refluxed for a period of approximately 16 hours (overnight). The hot solution was then filtered, the filtrate evaporated in vacuo and the resulting oil triturated with dry diethyl ester. The solid product so obtained, viz., 3-ethoxycarbonyl-4-(p-methoxybenzyl)-1,2,4-triazole-5-thiol (yield, 7.2 g.) was then recrystallized from ethanol-water to yield 4.0 g. of pure material. The analytical sample melted at 142°-144° C. after a further recrystallization from ethyl acetate/petroleum ether (b.p. 60°-80° C.).

Aufarbeitung

  1. filtrationThe hot solution was then filtered
  2. customthe filtrate evaporated in vacuo
  3. customthe resulting oil triturated with dry diethyl ester
  4. customThe solid product so obtained
  5. custom, 3-ethoxycarbonyl-4-(p-methoxybenzyl)-1,2,4-triazole-5-thiol (yield, 7.2 g.) was then recrystallized from ethanol-water
  6. customto yield 4.0 g
  7. customThe analytical sample melted at 142°-144° C. after a further recrystallization from ethyl acetate/petroleum ether (b.p. 60°-80° C.)

Quellen und Nachweise

ORD-Eintrag
ord-c18852392b504d36af286f5907d8c258
Quelldatensatz
uspto-grants-1978_03
Patentnummer
US04080451

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