Nitric Acid → Thiomorpholine, 4-(2,6-difluoro-4-nitrophenyl)-, 1,1-dioxide

HRID 395261

反応式

HRID 395261 の反応式
[O:1]=[S:2]1(=[O:27])[CH2:7][CH2:6][N:5]([C:8]2[C:13]([F:14])=[CH:12][C:11](N3C[C@H](CNC(=O)C)OC3=O)=[CH:10][C:9]=2[F:26])[CH2:4][CH2:3]1.[N+:28]([O-:31])(O)=[O:29].O>C(O)(=O)C>[F:14][C:13]1[CH:12]=[C:11]([N+:28]([O-:31])=[O:29])[CH:10]=[C:9]([F:26])[C:8]=1[N:5]1[CH2:4][CH2:3][S:2](=[O:27])(=[O:1])[CH2:7][CH2:6]1

参加物

5

反応物 3

HCID 944Nitric AcidHCID 962WaterHCID 9931003Pnu-288034

生成物 1

HCID 9922094Thiomorpholine, 4-(2,6-difluoro-4-nitrophenyl)-, 1,1-dioxide収率 94.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a suspension of the product of example 1 (300 g, 1.21 mol) in 3 L of acetic acid, nitric acid (255 mL, ca. 6 mol, fuming, 90%) is added over 30 min at room temperature. Yellow precipitate is formed within minutes and increases over time. The reaction is kept at room temperature for 18 hours, before it is poured into 6 L of water. After stirred for 2 hours, the yellow suspension is filtered. The precipitate is washed with water (1.5 L×3) and EtOH (0.5 L×2) and dried in oven at 50° C. overnight to give 333 g (94%) of the title compound as a solid.

後処理

  1. additionis added over 30 min at room temperature
  2. customYellow precipitate is formed within minutes
  3. temperatureincreases over time
  4. filtrationthe yellow suspension is filtered
  5. washThe precipitate is washed with water (1.5 L×3) and EtOH (0.5 L×2)
  6. customdried in oven at 50° C. overnight

出典と根拠

ORDレコード
ord-005797f02363405c9b410f8b0a949391
出典データセット
uspto-grants-2003_08
特許番号
US06605609B2

関連ノート

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