4-((4-Fluorophenyl)sulfonyl)aniline → HCID 12011164、化合物

HRID 897154ノート

反応式

HRID 897154 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[N:18]([O-])=O.[Na+]>Cl.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][NH2:18])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 5728144-((4-Fluorophenyl)sulfonyl)anilineHCID 23668193Sodium Nitrite

生成物 1

HCID 12011164HCID 12011164、化合物

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒

実験手順

A mixture of 4-[(4-fluorophenyl)sulfonyl]phenylamine (IV, Step II, 3.10 g, 12.3 mmol) in concentrated hydrochloric acid (30 mL) at 0° is treated with sodium nitrite (934 mg, 13.5 mmol) in H2O (15 mL). After 30 min, the mixture is treated with stannous chloride (5.57 g, 24.7 mmol) in concentrated hydrochloric acid (15 mL). The mixture is stirred at 0° for 1 hr, and then at 20-25° for 1 hr. The precipitate is collected and slurried in H2O. The mixture is made basic (sodium hydroxide, 50%) and the solid isolated. The material is partitioned between methylene chloride and saline. The organic layer is dried, filtered, and concentrated under reduced pressure to give the title compound, NMR (300 MHz, CDCl3) 7.85-7.95, 7.74, 7.13, 6.85, 5.64 and 3.65 δ.

後処理

  1. waitat 20-25° for 1 hr
  2. customThe precipitate is collected
  3. customthe solid isolated
  4. customThe material is partitioned between methylene chloride and saline
  5. customThe organic layer is dried
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-6de9ae2241c2499a9e6a77edb7002214
出典データセット
uspto-grants-2005_07
特許番号
US06921823B2

反応ノート

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