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

HRID 54966ノート

反応式

HRID 54966 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b2b78206a01149dea27cda774b5148b9
出典データセット
uspto-grants-1997_04
特許番号
US05624922

反応ノート

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