N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid → 4-Methyl-2-[(2-phenylcyclopropanecarbonyl)amino]thiazole-5-carboxylic Acid Benzylamide

HRID 45331

Reaktionsgleichung

Reaktionsgleichung von HRID 45331
[C:1]1([CH:7]2[CH2:9][CH:8]2[C:10](Cl)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:13]([NH:20][C:21]([C:23]1[S:27][C:26]([NH2:28])=[N:25][C:24]=1[CH3:29])=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([NH:20][C:21]([C:23]1[S:27][C:26]([NH:28][C:10]([CH:8]2[CH2:9][CH:7]2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:11])=[N:25][C:24]=1[CH3:29])=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

3

Edukt 2

HCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acidHCID 523092Cyclopropanecarbonyl chloride, 2-phenyl-

Produkt 1

HCID 593696604-Methyl-2-[(2-phenylcyclopropanecarbonyl)amino]thiazole-5-carboxylic Acid BenzylamideAusbeute 73 %

Versuchsvorschrift

Following the procedure as described in Example 2, making variations only as required to use 2-phenylcyclopropanecarbonyl 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 73% yield; 1H NMR (DMSO-d6, 300 MHz) δ 7.38-7.03 (m, 10H), 5.87 (s, br, 1H), 4.56-4.50 (m, 2H), 2.70-2.63 (m, 1H), 2.41 (s, 3H), 1.81-1.73 (m, 2H), 1.52-1.23 (m, 1H); MS (ES+) m/z 391.8 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-353122d8c19d48d9b0e11bcef5b78a38
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541457B2

Verknüpfte Notizen

Wird geladen…