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

HRID 1636552

반응식

HRID 1636552 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-74a90100369d4fcf8789b0b766258894
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06034246

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