Acetic Acid → HCID 178470172, 화합물

HRID 241038노트

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HRID 241038 반응식
[CH:1]1[C:6]([C:7]([CH2:9][NH2:10])=O)=[CH:5][CH:4]=[C:3]([Br:11])[CH:2]=1.Cl.C([O-])(=O)C.[Na+].C(O)(=O)C.[NH:22]=[C:23](SC)[C:24]([O:26][CH2:27][CH3:28])=[O:25].C([O-])(O)=O.[Na+]>O1CCOCC1>[Br:11][C:3]1[CH:4]=[CH:5][C:6]([C:7]2[N:22]=[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[NH:10][CH:9]=2)=[CH:1][CH:2]=1

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 27982162-Amino-1-(4-bromophenyl)ethan-1-one hydrochlorideHCID 10464471ethyl 2-imino-2-(methylthio)acetate

생성물 1

HCID 178470172HCID 178470172, 화합물수율 75%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
95 °C

실험 절차

A mixture of 2-amino-4-bromoacetophenone hydrochloride (4.0 g, 16.0 mmol), sodium acetate (6.1 g, 90.0 mmol), acetic acid (4.6 mL, 80.0 mmol) and ethyl 2-imino-2-(methylthio)acetate (7.7 g, 32.0 mmol) in dioxane (40 mL) was stirred at 95° C. overnight. The reaction mixture was carefully neutralized with saturated NaHCO3 solution and extracted with ethyl acetate. The organic solution was dried over sodium sulfate and concentrated. Purification by silica gel column chromatography (ethyl acetate:hexanes 1:1) afforded ethyl 4-(4-bromophenyl)-1H-imidazole-2-carboxylate (3.53 g, 75.0%). MS (EI) for C12H11BrN2O2: 296 (MH+).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic solution was dried over sodium sulfate
  3. concentrationconcentrated
  4. customPurification by silica gel column chromatography (ethyl acetate:hexanes 1:1)

출처 및 근거

ORD 기록
ord-03495ac8991b40ca9c0851dbd5986bf2
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648066B2

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