Iodine → 5-Iodo-3-methylpyridin-2-amine

HRID 226355

反応式

HRID 226355 の反応式
[CH3:1][C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[I:14](O)(=O)(=O)=O.II.[O-]S([O-])(=S)=O.[Na+].[Na+]>O.CC(O)=O>[I:14][C:6]1[CH:7]=[C:2]([CH3:1])[C:3]([NH2:8])=[N:4][CH:5]=1

参加物

8

反応物 5

HCID 807IodineHCID 1118Sulfuric AcidHCID 153472-Amino-3-methylpyridineHCID 24477Sodium ThiosulfateHCID 65185Metaperiodic acid

生成物 1

HCID 9595865-Iodo-3-methylpyridin-2-amine収率 174.9%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a solution of 3-methyl-2-pyridineamine (10 g) in a mixed solution of AcOH (60 mL), water (12 mL), and sulfuric acid (4.2 mL) was added periodic acid dehydrate (4.22 g) and iodine (9.39 g), and the mixture was heated at 80° C. for 2 hours. The reaction mixture was poured into 5% Na2S2O3 aq solution and extracted with ether. The organic layer was washed with 1N NaOH aq solution and brine, and dried over Na2SO4. The solvent was removed in vacuo and obtained residual solid was recrystallized with EtOH to give 5-iodo-3-methyl-2-pyridinamine (9.00 g) as pale yellow powder.

後処理

  1. extractionextracted with ether
  2. washThe organic layer was washed with 1N NaOH aq solution and brine
  3. dry with materialdried over Na2SO4
  4. customThe solvent was removed in vacuo
  5. customobtained residual solid
  6. customwas recrystallized with EtOH

出典と根拠

ORDレコード
ord-53f55ca96c1d4c3cab9aef891b414de3
出典データセット
uspto-grants-2009_07
特許番号
US07557127B2

関連ノート

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