Hydrazine hydrate (1:1) → HCID 10338402, Verbindung

HRID 1198658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1198658
[C:1]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][NH:21][C:22](=S)[S:23]C)=[CH:16][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.[NH2:27][NH2:28]>C(O)C>[C:1]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:15]=[CH:16][C:17]([CH2:20][NH:21][C:22](=[S:23])[NH:27][NH2:28])=[CH:18][CH:19]=1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 10339332methyl N-[[2'-(t-butoxycarbonyl)biphenyl-4-yl]methyl]dithiocarbamate

Produkt 1

HCID 10338402HCID 10338402, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 1.53 g (4.1 mmole) of methyl N-[[2'-(t-butoxycarbonyl)biphenyl-4-yl]methyl]dithiocarbamate, 796 μl (820 mg, 16.4 mmole) of hydrazine hydrate, and 10 ml of absolute ethanol was stirred at reflux under N2. After 2 hours the resulting solution was cooled and concentrated. The residual oil was chromatographed on a column of silica gel (elution with 99:1 and the 98:2 CH2Cl2) to give (after concentration and vacuum-drying) 1.15 g (79%) of a stiff, white foam, mp>45° C. (gradual); homogeneous by TLC in 19:1 CH2Cl2 -MeOH; mass spectrum (FAB) m/e 358 (M+1)+.

Aufarbeitung

  1. temperatureat reflux under N2
  2. temperatureAfter 2 hours the resulting solution was cooled
  3. concentrationconcentrated
  4. customThe residual oil was chromatographed on a column of silica gel (
  5. washelution with 99:1
  6. customthe 98:2 CH2Cl2) to give
  7. concentration(after concentration and vacuum-drying) 1.15 g (79%) of a stiff, white foam, mp>45° C. (gradual)

Quellen und Nachweise

ORD-Eintrag
ord-6d1280e6cfc244c692204296264c67d3
Quelldatensatz
uspto-grants-1994_01
Patentnummer
US05281614

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