Ethyl 2-aminothiazole-4-carboxylate → Ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate

HRID 416611

반응식

HRID 416611 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.Br[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N+:22]([O-:24])=[O:23])=O>C(C(C)=O)C>[CH2:10]([O:9][C:7]([C:5]1[N:6]2[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N+:22]([O-:24])=[O:23])[N:1]=[C:2]2[S:3][CH:4]=1)=[O:8])[CH3:11]

참가 물질

4

반응물 2

HCID 73216Ethyl 2-aminothiazole-4-carboxylateHCID 2440252-Bromo-2'-nitroacetophenone

생성물 1

HCID 25232522Ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate수율 79.4%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

In a typical run, 2.1 g of ethyl 2-aminothiazole-4-carboxylate (Combi-Blocks, 0.0123 mol) was mixed with 25 mL of methyl ethyl ketone along with 2-bromo-2′-nitroacetophenone (3.0 g, 0.0123 mol). The reaction mixture was stirred under reflux for 18 hours. It was then cooled to room temperature and filtered to remove some of the solids. The filtrate was concentrated to afford 3.10 g of 6-(2-nitro-phenyl)-imidazo[2,1-b]thiazole-3-carboxylic acid ethyl ester (MS, M++H=318).

후처리

  1. temperatureunder reflux for 18 hours
  2. filtrationfiltered
  3. customto remove some of the solids
  4. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-f11f0e9818664a20991016afb4914dc7
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088928B2

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