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

HRID 1873739노트

반응식

HRID 1873739 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-d1cedffa9f9c4681ba790273ccd0c929
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304437B2

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