Methanol → 2-[[(4-Methoxy-3,5-dimethyl-2-pyridyl)methyl]sulphinyl]-5-(trifluoromethyl)benzimidazole

HRID 35479ノート

反応式

HRID 35479 の反応式
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][N:6]=[C:5]([CH2:10][S:11][C:12]2[NH:13][C:14]3[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:15]=3[N:16]=2)[C:4]=1[CH3:25].C[OH:27]>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][N:6]=[C:5]([CH2:10][S:11]([C:12]2[NH:13][C:14]3[CH:20]=[C:19]([C:21]([F:23])([F:24])[F:22])[CH:18]=[CH:17][C:15]=3[N:16]=2)=[O:27])[C:4]=1[CH3:25]

参加物

4

反応物 2

HCID 887MethanolHCID 104290262-[[(4-Methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]-5-(trifluoromethyl)benzimidazole

生成物 1

HCID 98863002-[[(4-Methoxy-3,5-dimethyl-2-pyridyl)methyl]sulphinyl]-5-(trifluoromethyl)benzimidazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

31.4 g of 2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]-5-(trifluoromethyl)benzimidazole are dissolved in 1.3 l of methylene chloride and 50 ml of methanol and then cooled to -20°. 16.9 g of m-chloroperbenzoic acid, recrystallized from a methyene chloride/petroleum ether, are then introduced within 10 minutes. The solution is stirred further at -20° for 60 minutes and then poured into a mixture of 120 ml of 2N sodium carbonate solution and ice. The organic phase is washed neutral with water, dried over sodium sulphate and evaporated in vacuo. Crystallization from methylene chloride/methanol/petroleum ether gives 2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulphinyl]-5-(trifluoromethyl)benzimidazole of melting point 152°-154°.

後処理

  1. custom16.9 g of m-chloroperbenzoic acid, recrystallized from a methyene chloride/petroleum ether
  2. additionare then introduced within 10 minutes
  3. additionpoured into a mixture of 120 ml of 2N sodium carbonate solution and ice
  4. washThe organic phase is washed neutral with water
  5. dry with materialdried over sodium sulphate
  6. customevaporated in vacuo
  7. customCrystallization from methylene chloride/methanol/petroleum ether

出典と根拠

ORDレコード
ord-7829d988bc3340d3bea8f2c0b997b908
出典データセット
uspto-grants-1988_08
特許番号
US04766133

反応ノート

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