Hydrochloric Acid → 2-Iodo-5-methylbenzoic acid

HRID 372415ノート

反応式

HRID 372415 の反応式
[CH3:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5](N)=[CH:4][CH:3]=1.Cl.N([O-])=O.[Na+].[I-:17].[K+].S([O-])([O-])(=O)=S.[Na+].[Na+]>O>[I:17][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

参加物

7

反応物 5

HCID 313Hydrochloric Acid2 回HCID 4875Potassium IodideHCID 24477Sodium ThiosulfateHCID 762552-Amino-5-methylbenzoic acidHCID 23668193Sodium Nitrite

生成物 1

HCID 1429412-Iodo-5-methylbenzoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

20 G. of 5-methyl-anthranilic acid are suspended in 200 ml. of 3-N hydrochloric acid at 0° C. A solution of 10 g. of sodium nitrite and 20 ml. of water is added dropwise thereto with stirring and the mixture is further stirred for 25 minutes at 0° C. A solution of 26.5 g. of potassium iodide, 30 ml. of 3-N hydrochloric acid and 30 ml. of water is then added dropwise at 5°-10° C. The mixture is stirred for an additional 30 minutes at room temperature and for 2 hours at reflux. The mixture is cooled and sodium thiosulfate is added until the solution is yellow (5 g.). The crystalline 2-iodo-5-methyl-benzoic acid obtained is removed by filtration under vacuum and washed neutral with water. The crude acid is dissolved in ether, washed well with sodium thiosulfate solution and water, dried over sodium sulfate and evaporated, and there are obtained light-brown crystals having a melting point of 100°-112° C.

後処理

  1. customat 0° C
  2. stirringthe mixture is further stirred for 25 minutes at 0° C
  3. stirringThe mixture is stirred for an additional 30 minutes at room temperature and for 2 hours
  4. temperatureat reflux
  5. temperatureThe mixture is cooled

出典と根拠

ORDレコード
ord-8584c24911694cf396e0ddab66dc7209
出典データセット
uspto-grants-1978_05
特許番号
US04091023

反応ノート

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