2-(Trifluoromethyl)benzoyl chloride → 4-Methyl-2-(2-trifluoromethylbenzoylamino)thiazole-5-carboxylic Acid Benzylamide

HRID 45334

Reaktionsgleichung

Reaktionsgleichung von HRID 45334
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[CH2:14]([NH:21][C:22]([C:24]1[S:28][C:27]([NH2:29])=[N:26][C:25]=1[CH3:30])=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:14]([NH:21][C:22]([C:24]1[S:28][C:27]([NH:29][C:5](=[O:6])[C:4]2[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=2[C:2]([F:13])([F:12])[F:1])=[N:26][C:25]=1[CH3:30])=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

3

Edukt 2

HCID 675612-(Trifluoromethyl)benzoyl chlorideHCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid

Produkt 1

HCID 593696864-Methyl-2-(2-trifluoromethylbenzoylamino)thiazole-5-carboxylic Acid BenzylamideAusbeute 36 %

Versuchsvorschrift

Following the procedure as described in Example 2, making variations only as required to use 2-trifluoromethylbenzoyl chloride in place of benzoyl chloride to react with 2-amino-4-methylthiazole-5-carboxylic acid benzylamide, the title compound was obtained as a white solid in 36% yield; 1H NMR (CDCl3, 300 MHz) δ 7.79-7.26 (m, 10H), 5.94 (s, br, 1H), 4.59 (d, J=5.8 Hz, 2H), 2.22 (s, 3H); MS (ES+) m/z 420.0 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-bd3aa3a4bb114d30b164221407ed909c
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541457B2

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