Ethyl chloroformate → HCID 178526847, Verbindung

HRID 482540

Reaktionsgleichung

Reaktionsgleichung von HRID 482540
FC(F)(F)C1C=CC=CC=1N=C=S.FC(F)(F)C1C=CC=CC=1NC(=S)NN.ClC(OCC)=O.[OH:35][C:36]1[N:40]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=2[C:47]([F:50])([F:49])[F:48])[C:39]([SH:51])=[N:38][N:37]=1.Br[C:53]1[S:54][C:55]([N+:58]([O-:60])=[O:59])=[CH:56][N:57]=1>>[OH:35][C:36]1[N:40]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=2[C:47]([F:48])([F:50])[F:49])[C:39]([S:51][C:53]2[S:54][C:55]([N+:58]([O-:60])=[O:59])=[CH:56][N:57]=2)=[N:38][N:37]=1

Komponenten

6

Edukt 5

HCID 10928Ethyl chloroformateHCID 182112-Bromo-5-nitrothiazoleHCID 7231873-Amino-1-(2-(trifluoromethyl)phenyl)thioureaHCID 7371622-(Trifluoromethyl)phenyl isothiocyanateHCID 178518949HCID 178518949, Verbindung

Produkt 1

HCID 178526847HCID 178526847, VerbindungAusbeute 25,8 %

Versuchsvorschrift

The title compound was prepared in a manner similar to that described in Example 5 starting with 2-(trifluoromethyl) phenyl isothiocyanate. The intermediate 4-[2-(trifluoromethyl)phenyl]-3-thiosemicarbazide (2.04 g) was treated with ethyl chloroformate (1.09 g) as in example 5. The reaction product 3-hydroxy-5-mercapto-4-[2-(trifluoromethyl)phenyl]-1,2,4-triazole (0.78 g) was reacted with 0.63 g of 2-bromo-5-nitrothiazole as in Example 5. Crystallization from ethanol and water gave 0.3 g of 3-hydroxy-5-[(5-nitrothiazol-2-yl)mercapto]-4-[2-(trifluoromethyl)phenyl]-1,2,4-triazole, a yellow solid, MP 183°-185° 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-89a99e69631c46bba55db86b738d02c9
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05798374

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