Benzoyl chloride, 3,4-dichloro- → 2-(3,4-Dichlorobenzoylamino)-4-methylthiazole-5-carboxylic Acid Benzylamide

HRID 45361

Reaktionsgleichung

Reaktionsgleichung von HRID 45361
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5](Cl)=[O:6].[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:5](=[O:6])[C:4]2[CH:8]=[CH:9][C:10]([Cl:11])=[C:2]([Cl:1])[CH:3]=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 76403Benzoyl chloride, 3,4-dichloro-HCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid

Produkt 1

HCID 593696722-(3,4-Dichlorobenzoylamino)-4-methylthiazole-5-carboxylic Acid BenzylamideAusbeute 15 %

Versuchsvorschrift

Following the procedure as described in Example 2, making variations only as required to use 3,4-dichlorobenzoyl 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 15% yield; m.p. 212-214° C.; 1H NMR (CD3OD, 300 MHz) δ 8.21 (d, J=2.0 Hz, 1H), 7.93 (dd, J=2.0, 8.4 Hz, 1H), 7.68 (d, J=8.4 Hz, 1H), 7.33-7.23 (m, 5H), 4.50 (s, 2H), 2.54 (s, 3H); MS (ES+) m/z 420.0 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-0247335befb84638afee45c80231f782
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541457B2

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