Potassium Iodide → 2-Chloro-6-iodobenzoic acid

HRID 59284

反応式

HRID 59284 の反応式
N[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=[O:5].N([O-])=O.[Na+].[I-:16].[K+]>Cl.O.S(=O)(=O)(O)O>[Cl:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:2]([I:16])[C:3]=1[C:4]([OH:6])=[O:5]

参加物

7

反応物 3

HCID 4875Potassium IodideHCID 750712-Amino-6-chlorobenzoic acidHCID 23668193Sodium Nitrite

生成物 1

HCID 133993742-Chloro-6-iodobenzoic acid収率 61%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒HCID 1118Sulfuric Acid溶媒

実験手順

To the cold solution of 2-amino-6-chlorobenzoic acid (2.0 g, 11.6 mmol) in conc. HCl (10 mL) was added aq. solution of sodium nitrite (0.8 g, 11.6 mmol) at 0° C. followed by addition of solution of potassium iodide (2.88 g, 17.4 mmol) in water and conc. sulphuric acid (1 mL). The reaction mixture was refluxed for 2 h. The reaction mass was washed with sodium metabisulphate solution and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 2.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 7.08 (t, J=7.8 Hz, 1H), 7.42 (d, J=8.4 Hz, 1H), 7.76 (d, J=7.8 Hz, 1H), 8.37 (br s, 1H); MS (m/z): 280.59 (M)−.

後処理

  1. temperatureThe reaction mixture was refluxed for 2 h
  2. washThe reaction mass was washed with sodium metabisulphate solution
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-b5abc99f45fb486487570d22a7f9cc1b
出典データセット
uspto-grants-2016_09
特許番号
US09439890B2

関連ノート

読み込み中…