Propionyl chloride → 4-Methyl-2-propionylaminothiazole-5-carboxylic Acid Benzylamide

HRID 45326

Reaktionsgleichung

Reaktionsgleichung von HRID 45326
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[CH2:6]([NH:13][C:14]([C:16]1[S:20][C:19]([NH2:21])=[N:18][C:17]=1[CH3:22])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[CH2:6]([NH:13][C:14]([C:16]1[S:20][C:19]([NH:21][C:1](=[O:4])[CH2:2][CH3:3])=[N:18][C:17]=1[CH3:22])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

3

Edukt 2

HCID 62324Propionyl chlorideHCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid

Produkt 1

HCID 8572764-Methyl-2-propionylaminothiazole-5-carboxylic Acid BenzylamideAusbeute 31 %

Versuchsvorschrift

Following the procedure as described in Example 2, making variations only as required to use propionyl 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 31% yield; m. p. 175-176° C.; 1H NMR (DMSO-d6, 300 MHz) δ 12.15, (s, 1H), 8.51 (t, J=6.0 Hz, 1H), 7.32-7.16 (m, 5H), 4.34 (d, J=6.0 Hz, 2H), 2.65-2.22 (m, 5H), 1.07 (t, J=7.5 Hz, 3H); MS (ES+) m/z 304.3 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-193037b306884f158fc8d652374ca47a
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541457B2

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