Benzyl Isothiocyanate → HCID 178526850, Verbindung

HRID 482539

Reaktionsgleichung

Reaktionsgleichung von HRID 482539
C(N=C=S)C1C=CC=CC=1.C(NC(=S)NN)C1C=CC=CC=1.ClC(OCC)=O.[CH2:29]([N:36]1[C:40]([SH:41])=[N:39][N:38]=[C:37]1[OH:42])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.Br[C:44]1[S:45][C:46]([N+:49]([O-:51])=[O:50])=[CH:47][N:48]=1>>[CH2:29]([N:36]1[C:40]([S:41][C:44]2[S:45][C:46]([N+:49]([O-:51])=[O:50])=[CH:47][N:48]=2)=[N:39][N:38]=[C:37]1[OH:42])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Komponenten

6

Edukt 5

HCID 2346Benzyl IsothiocyanateHCID 10928Ethyl chloroformateHCID 182112-Bromo-5-nitrothiazoleHCID 7371353-Amino-1-benzylthioureaHCID 178518950HCID 178518950, Verbindung

Produkt 1

HCID 178526850HCID 178526850, VerbindungAusbeute 17,8 %

Versuchsvorschrift

The title compound was prepared in a manner similar to that described in Example 5 starting with benzyl isothiocyanate. The intermediate 4-benzyl-3-thiosemicarbazide (1.81 g) was treated with ethyl chloroformate (1.09 g) as in Example 5. The reaction product 4-benzyl-3-hydroxy-5-mercapto-1,2,4-triazole (1.04 g) was reacted with 1.05 g of 2-bromo-5-nitrothiazole as in Example 5. Crystallization from ethanol and water gave 0.3 g of 4-benzyl-3-hydroxy-5-[(5-nitrothiazol-2-yl)mercapto]1,2,4-triazole, a yellow solid, MP 221°-224° C.

Aufarbeitung

  1. customThe title compound was prepared in a manner similar to
  2. customCrystallization from ethanol and water

Quellen und Nachweise

ORD-Eintrag
ord-cef50e31aac14d0f9285ca29dbd13b4c
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05798374

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