Iodine → 6-Chloro-2-iodo-3-hydroxypyridine

HRID 595644ノート

反応式

HRID 595644 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C([O-])([O-])=O.[Na+].[Na+].[I:15]I.[O-]S([O-])(=S)=O.[Na+].[Na+]>O>[Cl:1][C:2]1[N:7]=[C:6]([I:15])[C:5]([OH:8])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 807IodineHCID 10340Sodium CarbonateHCID 24477Sodium ThiosulfateHCID 8198212-Chloro-5-hydroxypyridine

生成物 1

HCID 234331586-Chloro-2-iodo-3-hydroxypyridine収率 71%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

6-chloropyridin-3-ol (5.0 g, 38.60 mmol) was dissolved in water (50 mL) and placed under an N2 atmosphere. Na2CO3 (8.2 g, 77.37 mmol) was added followed by iodine (9.8 g, 38.81 mmol). The reaction mixture was stirred at room temperature for 2 h. The mixture was poured into 1 M Na2S2O3 and extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2SO4 and concentrated to give the product of 6-chloro-2-iodopyridin-3-ol (7.0 g, yield: 70.9%). 1H-NMR (CDCl3, 400 MHz) δ 7.17 (d, J=8.4 Hz, 1H), 7.06 (d, J=8.4 Hz, 1H). MS (M+H)+: 256/258.

後処理

  1. extractionextracted with EtOAc
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-876bb7ff644f4e9c8ee736b9e5e6ff6e
出典データセット
uspto-grants-2016_01
特許番号
US09243002B2

反応ノート

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