Sodium Thiosulfate → 4-Amino-3-fluoro-5-iodobenzonitrile

HRID 2423347

反応式

HRID 2423347 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[F:10].[I:11]Cl.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl>[NH2:1][C:2]1[C:9]([I:11])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[F:10]

参加物

5

反応物 3

HCID 24477Sodium ThiosulfateHCID 24640Iodine chlorideHCID 27564314-Amino-3-fluorobenzonitrile

生成物 1

HCID 442031204-Amino-3-fluoro-5-iodobenzonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 25 ml of two-neck round bottom flask was filled with argon gas and the solution of 4-amino-3-fluoro-benzonitrile (300 mg, 2.204 mmol, 1 equiv.) in methylenechloride was put into the flask. To the solution was added iodomonochloride (393.6 mg, 2.424 mmol, 1.1 equiv.) and stirred for 1 hour. After confirming the completion of the reaction with TLC, to resulting solution was added saturated sodium thiosulphate solution and stirred. The reaction solution was extracted with methylenechloride, washed with water(twice) and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The obtained liquid was column-chromatographed (n-hexane/ethylacetate=3/1) to yield a brown liquid.

後処理

  1. additionA 25 ml of two-neck round bottom flask was filled with argon gas
  2. customthe completion of the reaction with TLC
  3. customto resulting solution
  4. stirringstirred
  5. extractionThe reaction solution was extracted with methylenechloride
  6. washwashed with water(twice) and brine
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customThe obtained liquid was column-chromatographed (n-hexane/ethylacetate=3/1)
  11. customto yield a brown liquid

出典と根拠

ORDレコード
ord-3323ce58260142188affe4053a67c887
出典データセット
uspto-grants-2011_06
特許番号
US07960584B2

関連ノート

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