6-bromo-2,2-dimethyl-4-(1,3-dithian-2-yl)-2H-1,3-benzoxazine → 2-(6-bromo-2,2-dimethyl-2H-1,3-benzoxazin-4-yl)-1,3-dithian-1-oxide

HRID 326597

反応式

HRID 326597 の反応式
I([O-])(=O)(=O)=[O:2].[Na+].[Br:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][C:15]([CH3:18])([CH3:17])[N:14]=[C:13]([CH:19]3[S:24][CH2:23][CH2:22][CH2:21][S:20]3)[C:12]=2[CH:25]=1>O.CO>[Br:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][C:15]([CH3:17])([CH3:18])[N:14]=[C:13]([CH:19]3[S:20][CH2:21][CH2:22][CH2:23][S:24]3=[O:2])[C:12]=2[CH:25]=1

参加物

5

反応物 2

HCID 197350976-bromo-2,2-dimethyl-4-(1,3-dithian-2-yl)-2H-1,3-benzoxazineHCID 23667635Sodium periodate

生成物 1

HCID 197351332-(6-bromo-2,2-dimethyl-2H-1,3-benzoxazin-4-yl)-1,3-dithian-1-oxide収率 52.8%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A solution of sodium periodate (430 mg) in water (6 ml) was added to a solution of Compound 105 (600 mg) in methanol (18 ml) and the mixture was stirred at room temperature for 18 hours. The methanol was distilled off under reduced pressure and the residue was extracted with ethyl acetate. The ethyl acetate layer was washed with aqueous saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off. The residue was purified by chromatography on silica gel to obtain a solid. The solid was recrystallized from ethyl acetate to obtain 2-(6-bromo-2,2-dimethyl-2H-1,3-benzoxazin-4-yl)-1,3-dithian-1-oxide (331 mg) (Compound 111).

後処理

  1. distillationThe methanol was distilled off under reduced pressure
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with aqueous saline solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customThe residue was purified by chromatography on silica gel
  7. customto obtain a solid
  8. customThe solid was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-5c9bd3735cca4502ad5129320f03ece5
出典データセット
uspto-grants-1993_12
特許番号
US05270308

関連ノート

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