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

HRID 1764404노트

반응식

HRID 1764404 반응식
[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]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 41648Isouron

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
80 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-286293ad48284e129ecd5746a7987982
출처 데이터셋
uspto-grants-1978_09
특허 번호
US04116671

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