(Phenylsulfanyl)acetaldehyde → N-Methyl-4-[2-[2-(phenylthio)ethylidene]hydrazino]benzenemethanesulphonamide

HRID 2248011Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2248011
[C:1]1([S:7][CH2:8][CH:9]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH:12]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][S:21]([NH:24][CH3:25])(=[O:23])=[O:22])=[CH:16][CH:15]=1)[NH2:13]>C(O)C.O>[CH3:25][NH:24][S:21]([CH2:20][C:17]1[CH:18]=[CH:19][C:14]([NH:12][N:13]=[CH:9][CH2:8][S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:15][CH:16]=1)(=[O:23])=[O:22]

Komponenten

5

Edukt 2

HCID 579732(Phenylsulfanyl)acetaldehydeHCID 142342634-Hydrazino-N-methylbenzenemethanesulfonamide hydrochloride

Produkt 1

HCID 67923715N-Methyl-4-[2-[2-(phenylthio)ethylidene]hydrazino]benzenemethanesulphonamideAusbeute 78,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of (phenylthio)acetaldehyde (6.05 g) in absolute ethanol (180 ml) was added over 10 min to a solution of 4-hydrazino-N-methylbenzenemethanesulphonamide hydrochloride (10 g) in water (180 ml) with cooling. After addition of the aldehyde was complete, the mixture was stirred at 5° for a period of 14 h. The precipitated solid was filtered off, washed with water (200 ml), hexane (200 ml) and dried in vacuo to give the title compound (10.95 g), m.p. 110°-112°. T.l.c. (B) Rf 0.5 (KMnO4)

Aufarbeitung

  1. temperaturewith cooling
  2. filtrationThe precipitated solid was filtered off
  3. washwashed with water (200 ml), hexane (200 ml)
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e14be7d50ca149a4b74fff06f34dbd4f
Quelldatensatz
uspto-grants-1991_08
Patentnummer
US05037845

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