Methyl iodide → N-(5-tert-Butyl-1,2-oxazol-3-yl)-N,N',N'-trimethylurea

HRID 1764404ノート

反応式

HRID 1764404 の反応式
[CH3:1][N:2]([CH3:15])[C:3]([NH:5][C:6]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[O:8][N:7]=1)=[O:4].[H-].[Na+].[CH3:18]I>CN(C)C=O>[CH3:1][N:2]([CH3:15])[C:3]([N:5]([CH3:18])[C:6]1[CH:10]=[C:9]([C:11]([CH3:12])([CH3:14])[CH3:13])[O:8][N:7]=1)=[O:4]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 41648Isouron

生成物 1

HCID 20534528N-(5-tert-Butyl-1,2-oxazol-3-yl)-N,N',N'-trimethylurea収率 93.38%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
80 °C

実験手順

To a solution of 1,1-dimethyl-3-(5-t-butyl-3-isoxazolyl)-urea (10.99 g) in dry dimethylformamide (10 ml), 50% sodium hydride (2.75 g) is added at room temperature with stirring, and the resultant mixture is heated at 60° C for 15 minutes. A solution of methyl iodide (8.86 g) in dry dimethylformamide (30 ml) is added at 10° C in 1 hour thereto, and the mixture is heated at 80° C for 5 minutes and evaporated to remove the solvent. The residue is combined with water and shaken with chloroform. The chloroform layer is dried over anhydrous sodium sulfate and the solvent is evaporated. The residue is chromatographed on a column of silica gel to give 1,1,3-trimethyl-3-(5-t-butyl-3-isoxazolyl)-urea (10.94 g) as crystals melting at 90° to 91.0° C. The yield is 93.38%.

後処理

  1. customevaporated
  2. customto remove the solvent
  3. stirringshaken with chloroform
  4. dry with materialThe chloroform layer is dried over anhydrous sodium sulfate
  5. customthe solvent is evaporated
  6. customThe residue is chromatographed on a column of silica gel

出典と根拠

ORDレコード
ord-286293ad48284e129ecd5746a7987982
出典データセット
uspto-grants-1978_09
特許番号
US04116671

反応ノート

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