4-(4-Nitrophenyl)thiomorpholine 1,1-dioxide → 4-(4-Aminophenyl)thiomorpholine 1,1-Dioxide

HRID 1910821ノート

反応式

HRID 1910821 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][S:13](=[O:17])(=[O:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>C(O)(=O)C.[Zn]>[O:17]=[S:13]1(=[O:16])[CH2:12][CH2:11][N:10]([C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=2)[CH2:15][CH2:14]1

参加物

4

反応物 1

HCID 114595184-(4-Nitrophenyl)thiomorpholine 1,1-dioxide

生成物 1

HCID 263703844-(4-Aminophenyl)thiomorpholine 1,1-Dioxide収率 51.6%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

反応条件

温度
60 °C

実験手順

Zinc powder (0.47 g, 7.2 mmol) was added to a solution of 4-(4-nitro-phenyl)-thiomorpholine 1,1-dioxide (155 mg, 0.60 mmol) in acetic acid (3 mL) and the mixture was stirred at 60° C. for 2 h. The reaction mixture was concentrated to dryness, diluted with ethyl acetate and washed with sodium bicarbonate solution and water then dried over sodium sulfate. The organic layer was concentrated to dryness to afford 4-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-phenylamine (70 mg, 51%).

後処理

  1. concentrationThe reaction mixture was concentrated to dryness
  2. additiondiluted with ethyl acetate
  3. washwashed with sodium bicarbonate solution and water
  4. dry with materialthen dried over sodium sulfate
  5. concentrationThe organic layer was concentrated to dryness

出典と根拠

ORDレコード
ord-175e5fda9a604c0e9908885033786874
出典データセット
uspto-grants-2013_12
特許番号
US08604029B2

反応ノート

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