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

HRID 1873739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1873739
[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-carboxylate 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-dihydropyridine-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-d1cedffa9f9c4681ba790273ccd0c929
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304437B2

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