N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid → HCID 59369669, Verbindung

HRID 45350

Reaktionsgleichung

Reaktionsgleichung von HRID 45350
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7])#[N:2].[CH2:12]([NH:19][C:20]([C:22]1[S:26][C:25]([NH2:27])=[N:24][C:23]=1[CH3:28])=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:12]([NH:19][C:20]([C:22]1[S:26][C:25]([NH:27][C:6](=[O:7])[C:5]2[CH:9]=[CH:10][CH:11]=[C:3]([C:1]#[N:2])[CH:4]=2)=[N:24][C:23]=1[CH3:28])=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

3

Edukt 2

HCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acidHCID 3084833-Cyanobenzoyl chloride

Produkt 1

HCID 59369669HCID 59369669, VerbindungAusbeute 36 %

Versuchsvorschrift

Following the procedure as described in Example 2, making variations only as required to use 3-cyanobenzoyl 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; m.p. 207-208° C.; 1H NMR (CDCl3, 300 MHz) δ 8.21 (s, 1H), 8.11 (d, J=7.8 Hz, 1H), 7.87 (d, J=7.8 Hz, 1H) 7.67-7.58 (m, 1H), 7.36-7.32 (m, 5H), 5.99 (t, J=5.6 Hz, 1H), 4.59 (d, J=5.6 Hz, 2H), 2.53 (s, 3H); MS (ES+) m/z 377.2 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-ea8fefaeb40449039c4ae4ab28ccc204
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541457B2

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