Dimethyl Sulfide → 6-nitro-3,4-dihydro-2H-1,4-benzoxazine

HRID 401394

反応式

HRID 401394 の反応式
S(C)C.[N+:4]([C:7]1[CH:8]=[CH:9][C:10]2[O:15][CH2:14][C:13](=O)[NH:12][C:11]=2[CH:17]=1)([O-:6])=[O:5]>C1COCC1>[N+:4]([C:7]1[CH:8]=[CH:9][C:10]2[O:15][CH2:14][CH2:13][NH:12][C:11]=2[CH:17]=1)([O-:6])=[O:5]

参加物

4

反応物 2

HCID 1068Dimethyl SulfideHCID 27636836-Nitro-2H-1,4-benzoxazin-3(4H)-one

生成物 1

HCID 70622256-nitro-3,4-dihydro-2H-1,4-benzoxazine収率 89.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of BH3.Me2S in THF (2 M, 7.75 mL, 15.5 mmol) was added dropwise to a suspension of 6-nitro-4H-benzo[1,4]oxazin-3-one (0.6 g, 3.1 mmol) in THF (10 mL). The mixture was stirred at room temperature overnight. The reaction was quenched with MeOH (5 mL) at 0° C. and then water (20 mL) was added. The mixture was extracted with Et2O and the combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give 6-nitro-3,4-dihydro-2H-benzo[1,4]oxazine as a red solid (0.5 g, 89%), which was used without further purification.

後処理

  1. customThe reaction was quenched with MeOH (5 mL) at 0° C.
  2. additionwater (20 mL) was added
  3. extractionThe mixture was extracted with Et2O
  4. washthe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-1dcdfc0ddf624765a8f910386261db07
出典データセット
uspto-grants-2014_06
特許番号
US08741925B2

関連ノート

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