Hydrochloric Acid → 2-Chloro-6-iodobenzoic acid

HRID 497983ノート

反応式

HRID 497983 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].Cl.N([O-])=O.[Na+].[I-:17].[K+].S(=O)(=O)(O)O.S([O-])([O-])(=O)=S.[Na+].[Na+]>O>[Cl:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:2]([I:17])[C:3]=1[C:4]([OH:6])=[O:5]

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 4875Potassium IodideHCID 24477Sodium ThiosulfateHCID 750712-Amino-6-chlorobenzoic acidHCID 23668193Sodium Nitrite

生成物 1

HCID 133993742-Chloro-6-iodobenzoic acid収率 73.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
100 °C

実験手順

The title compound was prepared according to the method described in Collection Czechoslov. Chem. Commn., vol. 40, p. 719 (1975). To an ice-cold mixture of 2-amino-6-chlorobenzoic acid (10.0 g, 58.3 mmol) and conc. hydrochloric acid (50 mL), was added dropwise a solution of sodium nitrite (4.42 g, 64.1 mmol) in water (10 mL). Furthermore, a solution of potassium iodide (14.5 g, 87.5 mmol) and conc. sulfuric acid (4 mL) in water (30 mL) was added thereto at the same temperature, and the mixture was heated to 100° C. and stirred for 2 hours. The reaction mixture was allowed to cool to room temperature, poured into an aqueous sodium thiosulfate solution, and organic matter was extracted with ethyl acetate. The extract was washed with saturated brine and water and dried over anhydrous sulfuric acid, and the solvent was evaporated under reduced pressure. The resulting crude crystals were collected by filtration, washed with hexane/diethylether, and air dried to give the title compound (12.1 g, 73% yield).

後処理

  1. customThe title compound was prepared
  2. customdescribed in Collection Czechoslov
  3. temperatureto cool to room temperature
  4. extractionwas extracted with ethyl acetate
  5. washThe extract was washed with saturated brine and water
  6. dry with materialdried over anhydrous sulfuric acid
  7. customthe solvent was evaporated under reduced pressure
  8. filtrationThe resulting crude crystals were collected by filtration
  9. washwashed with hexane/diethylether, and air
  10. customdried

出典と根拠

ORDレコード
ord-e4028551288e45cba5bf9ca1012b1a92
出典データセット
uspto-grants-2005_09
特許番号
US06949648B2

反応ノート

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