p-Tolyl isothiocyanate → 3-(4-Methylphenyl)-5-[[(phenylmethyl)thio]methyl]-2-thioxo-4-imidazolidinone

HRID 846637

Reaktionsgleichung

Reaktionsgleichung von HRID 846637
[CH2:1]([S:8][CH2:9][C@@H:10]([C:12]([OH:14])=O)[NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[C:17]1([CH3:26])[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[S:25])=[CH:19][CH:18]=1>>[CH3:26][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[C:12](=[O:14])[CH:10]([CH2:9][S:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[NH:11][C:24]2=[S:25])=[CH:19][CH:18]=1

Komponenten

4

Edukt 3

HCID 12149p-Tolyl isothiocyanateHCID 14798Sodium HydroxideHCID 193613S-benzyl-L-cysteine

Produkt 1

HCID 152957443-(4-Methylphenyl)-5-[[(phenylmethyl)thio]methyl]-2-thioxo-4-imidazolidinoneAusbeute 111,7 %

Versuchsvorschrift

When 10 g of S-benzylcysteine (0.0473 mole), 1.89 g of sodium hydroxide (0.0473 mole) and 7.05 g of p-tolylisothiocyanate (0.0473 mole) was reacted according to the procedure outlined in the preparation of Example 2, 18.1 g of the crude thiourea was obtained and 14.3 g of pure title compound was obtained: RF on silica gel=approximately 0.33 [ethyl acetate-hexane (3:7)].

Aufarbeitung

  1. customoutlined in the preparation of Example 2

Quellen und Nachweise

ORD-Eintrag
ord-1647b70e3fef437ebfcc988ead56c1b0
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05137904

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