Iodine chloride → Benzenamine, 4-(2-benzothiazolyl)-2-iodo-

HRID 1636552

反応式

HRID 1636552 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[I:17]Cl>C(O)(=O)C>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][C:7]=1[I:17]

参加物

4

反応物 2

HCID 24640Iodine chlorideHCID 2344752-(4-Aminophenyl)benzothiazole

生成物 1

HCID 384526Benzenamine, 4-(2-benzothiazolyl)-2-iodo-収率 71.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

To a solution in acetic acid (35 ml) of 2-(4'-aminophenyl) benzothiazole (2.98 g, 0.0132 mol) prepared as above was added dropwise a solution of iodine monochloride (2.78 g, 0.0171 mol) in acetic acid (35 ml) over 10 minutes at room temperature, followed by stirring for 11/2 hours. After evaporation of the solvent, 60 ml dichloromethane was added to the residue and the resulting suspension was neutralised with sodium hydrogen carbonate. Then 300 ml of water was added. The organic layer was washed with 10% sodium hydrogen carbonate solution (150 ml), water (100 ml×2) and dried (mgSO4). The solvent was removed under reduced pressure, absorbed onto silica gel, and placed on top of a column of silica gel. Flash elution using ethyl acetate-hexane (2:5) yielded brown crystals (3.32 g, 69.6%), m.p. 143-144° C.

後処理

  1. customAfter evaporation of the solvent, 60 ml dichloromethane
  2. additionwas added to the residue
  3. additionThen 300 ml of water was added
  4. washThe organic layer was washed with 10% sodium hydrogen carbonate solution (150 ml), water (100 ml×2)
  5. customdried (mgSO4)
  6. customThe solvent was removed under reduced pressure
  7. customabsorbed onto silica gel
  8. washFlash elution

出典と根拠

ORDレコード
ord-74a90100369d4fcf8789b0b766258894
出典データセット
uspto-grants-2000_03
特許番号
US06034246

関連ノート

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