Bromine → 5-Bromo-2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazole

HRID 1942642노트

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HRID 1942642 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[S:13][CH:14]=[CH:15][N:16]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].C([O-])(=O)C.[Na+].[Br:22]Br>C(O)(=O)C>[Br:22][C:14]1[S:13][C:12]([C:4]2[CH:5]=[CH:6][C:7]([O:8][CH:9]([CH3:11])[CH3:10])=[C:2]([Cl:1])[CH:3]=2)=[N:16][CH:15]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 584941402-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazole

생성물 1

HCID 584941065-Bromo-2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazole

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
20 °C

실험 절차

To a solution of 2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazole (D70) (1.5 g) and sodium acetate (0.970 g) in acetic acid (10 mL) stirred at room temperature was added a solution of Br2 (0.31 ml) in acetic acid (1 mL) dropwise during 30 min. The reaction mixture was stirred at 20° C. until start material was consumed completely. The reaction mixture was basified with 2M NaOH. The resulting solution was diluted with ethyl acetate. The mixture was washed with brine. The organic phase was dried over anhydrous sodium sulphate and evaporated in vacuo. The crude product was purified by column chromatography to give 5-bromo-2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazole (D71) (1.2 g). MS (ES): C12H11BrClNOS requires 332. found 333.0 (M+H+).

후처리

  1. customwas consumed completely
  2. additionThe resulting solution was diluted with ethyl acetate
  3. washThe mixture was washed with brine
  4. dry with materialThe organic phase was dried over anhydrous sodium sulphate
  5. customevaporated in vacuo
  6. customThe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-f9a4cab9c1d84b0781954e4addebd7ec
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389508B2

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