Hexamethyldisilazane → Ethyl 1-cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylate

HRID 8893

反応式

HRID 8893 の反応式
S([O-])([O-])(=O)=O.[NH4+].[NH4+].[CH2:8]([O:10][C:11](=[O:23])[C:12]([NH:19][C:20](=O)[CH3:21])=[C:13]([NH:15][CH:16]1[CH2:18][CH2:17]1)[CH3:14])[CH3:9].C[Si](C)(C)N[Si](C)(C)C>>[CH2:8]([O:10][C:11]([C:12]1[N:19]=[C:20]([CH3:21])[N:15]([CH:16]2[CH2:18][CH2:17]2)[C:13]=1[CH3:14])=[O:23])[CH3:9]

参加物

4

反応物 3

HCID 13838HexamethyldisilazaneHCID 6097028Ammonium SulfateHCID 692908002-Acetylamino-3-cyclopropylamino-but-2-enoic acid ethyl ester

生成物 1

HCID 45097089Ethyl 1-cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylate

反応条件

温度
145 °C

実験手順

Fine powdered ammonium sulfate (0.13 g, 1 mmol) was added to a suspension of Z)-2-acetylamino-3-cyclopropylamino-but-2-enoic acid ethyl ester (7.0 g, 20 mmol) and hexamethyldisilazane (50 ml, 235 mmol) and refluxed over night at 145° C. The reaction mixture was evaporated and extracted with ethyl acetate and water. The organic phase was dried over sodium sulfate and evaporated. The crude product was purified by column chromatography on silica gel (ethyl acetate/methanol 4:1) and the desired compound was obtained as a light brown solid (1.3 g, 31%), MS: m/e=209.1 (M+H+).

後処理

  1. customThe reaction mixture was evaporated
  2. extractionextracted with ethyl acetate and water
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. customevaporated
  5. customThe crude product was purified by column chromatography on silica gel (ethyl acetate/methanol 4:1)

出典と根拠

ORDレコード
ord-ac2fb617a7cc49e7926340e6ef4fdd34
出典データセット
uspto-grants-2006_08
特許番号
US07091222B2

関連ノート

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