Bromobenzene → N-(5-chlorothiazol-2-yl)-1,3-dimethyl-4-hydroxy-2-oxo-1,2-d ihydropyridine-3-carboxamide

HRID 545279Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 545279
[CH3:1][N:2]1[C:7](C)=[CH:6][C:5]([OH:9])=[C:4]([C:10]([O:12]CC)=O)[C:3]1=[O:15].[NH2:16][C:17]1[S:18][C:19]([Cl:22])=[CH:20][N:21]=1.Br[C:24]1C=CC=CC=1>>[Cl:22][C:19]1[S:18][C:17]([NH:16][C:10]([C:4]2([CH3:24])[CH:5]([OH:9])[CH:6]=[CH:7][N:2]([CH3:1])[C:3]2=[O:15])=[O:12])=[N:21][CH:20]=1

Komponenten

4

Edukt 3

HCID 7961BromobenzeneHCID 389422-Amino-5-chlorothiazoleHCID 57619607Ethyl 1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate

Produkt 1

HCID 86628807N-(5-chlorothiazol-2-yl)-1,3-dimethyl-4-hydroxy-2-oxo-1,2-d ihydropyridine-3-carboxamide

Versuchsvorschrift

223 mg of ethyl 1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxyl ate and 129 mg of 2-amino-5-chlorothiazole were added to 2.5 ml of bromobenzene, then, the mixture was stirred for 8.5 hours under heat refluxing condition. The reaction mixture was cooled to room temperature. The resulting solid was collected by filtration, and washed with a mixed solvent of t-butyl methyl ether and hexane and dried to obtain 153 mg of N-(5-chlorothiazol-2-yl)-1,3-dimethyl-4-hydroxy-2-oxo-1,2-d ihydropyridine-3-carboxamide (hereinafter, referred to as present compound 22) represented by the formula:

Aufarbeitung

  1. temperatureunder heat
  2. temperaturerefluxing condition
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with a mixed solvent of t-butyl methyl ether and hexane
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6579397258ce41e6bcb3a2cc52783bfe
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935716B2

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