Methyl iodide → 4,5-Dihydro-4-methyl-3-methylthio-1-phenyl-1H-2,4-benzodiazepine

HRID 54966노트

반응식

HRID 54966 반응식
[CH3:1][N:2]1[C:8](=[S:9])[NH:7][CH:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]2[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=2[CH2:3]1.[CH3:20]I>C(O)C>[CH3:1][N:2]1[C:8]([S:9][CH3:20])=[N:7][CH:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]2[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=2[CH2:3]1

참가 물질

4

반응물 2

HCID 6328Methyl iodideHCID 149783071,2,4,5-Tetrahydro-4-methyl-1-phenyl-3H-2,4-benzodiazepin-3-thione

생성물 1

HCID 149783084,5-Dihydro-4-methyl-3-methylthio-1-phenyl-1H-2,4-benzodiazepine수율 61.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 8 g (30 mmol) of the thione of Example 152 and 2.7 mL (44 mmol) of methyl iodide in 100 mL of ethanol was refluxed two hours, cooled, and the hydriodide of the product filtered off. The salt was partitioned between methylene chloride and aqueous sodium bicarbonate, the organic layer dried over magnesium sulfate, and stripped. The residue was dissolved in ethanol and 2.7 g of methanesulfonic acid was added followed by ether. The resulting precipitate was filtered off and recrystallized from ethanol to yield 5.2 g of product as the methanesulfonate salt, mp 195-196.

후처리

  1. temperaturecooled
  2. filtrationthe hydriodide of the product filtered off
  3. customThe salt was partitioned between methylene chloride and aqueous sodium bicarbonate
  4. dry with materialthe organic layer dried over magnesium sulfate
  5. dissolutionThe residue was dissolved in ethanol
  6. addition2.7 g of methanesulfonic acid was added
  7. filtrationThe resulting precipitate was filtered off
  8. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-b2b78206a01149dea27cda774b5148b9
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624922

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