Methyl iodide → Methyl 1-methyl-1H-[1,2,4]triazole-3-carboxylate

HRID 244637노트

반응식

HRID 244637 반응식
[NH:1]1[CH:5]=[N:4][C:3]([C:6]([O:8][CH3:9])=[O:7])=[N:2]1.[H-].[Na+].[CH3:12]I>C1COCC1>[CH3:12][N:1]1[CH:5]=[N:4][C:3]([C:6]([O:8][CH3:9])=[O:7])=[N:2]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178499122HCID 178499122, 화합물

생성물 1

HCID 19778899Methyl 1-methyl-1H-[1,2,4]triazole-3-carboxylate수율 26.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of methyl 1H-1,2,4-triazole-3-carboxylate (1 g) and sodium hydride (0.315 g) in anhydrous THF (30 ml) was heated at reflux for 7 h under nitrogen. The reaction was cooled to RT and methyl iodide (1.12 g) was added. The reaction was heated at reflux overnight. The solvent was evaporated and water (10 ml) was added. This was extracted with DCM, the organic layer collected and evaporated to dryness. The residue was dissolved in methanol:DMSO (6 ml, 1:1) and purified by mass directed preparative HPLC (Method A) to give title compound (0.290 g).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 7 h under nitrogen
  3. temperatureThe reaction was heated
  4. temperatureat reflux overnight
  5. customThe solvent was evaporated
  6. additionwater (10 ml) was added
  7. extractionThis was extracted with DCM
  8. customthe organic layer collected
  9. customevaporated to dryness
  10. dissolutionThe residue was dissolved in methanol
  11. customDMSO (6 ml, 1:1) and purified by mass

출처 및 근거

ORD 기록
ord-892122e8e873458792888c577c39726d
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658635B2

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