Acetic Acid → HCID 178470172、化合物

HRID 241038ノート

反応式

HRID 241038 の反応式
[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

参加物

7

反応物 5

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

生成物 1

HCID 178470172HCID 178470172、化合物収率 75%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
95 °C

実験手順

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+).

後処理

  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)

出典と根拠

ORDレコード
ord-03495ac8991b40ca9c0851dbd5986bf2
出典データセット
uspto-grants-2014_02
特許番号
US08648066B2

反応ノート

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