Potassium Iodide → 2-Chloro-6-iodobenzoic acid

HRID 59284

반응식

HRID 59284 반응식
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]

참가 물질

7

반응물 3

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

생성물 1

HCID 133993742-Chloro-6-iodobenzoic acid수율 61%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 962Water용매HCID 1118Sulfuric Acid용매

실험 절차

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)−.

후처리

  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

출처 및 근거

ORD 기록
ord-b5abc99f45fb486487570d22a7f9cc1b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439890B2

연결된 노트

불러오는 중…