m-Chloroperbenzoic acid → 3-bromo-2-methylthieno[2,3-c]pyridine-N-Oxide

HRID 1668967노트

반응식

HRID 1668967 반응식
[Br:1][C:2]1[C:10]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[S:4][C:3]=1[CH3:11].ClC1C=CC=C(C(OO)=[O:20])C=1>C(Cl)Cl.[OH-].[Na+]>[Br:1][C:2]1[C:10]2[C:5](=[CH:6][N+:7]([O-:20])=[CH:8][CH:9]=2)[S:4][C:3]=1[CH3:11]

참가 물질

5

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 584664443-Bromo-2-methylthieno[2,3-c]pyridine

생성물 1

HCID 673397463-bromo-2-methylthieno[2,3-c]pyridine-N-Oxide

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 14798Sodium Hydroxide용매

실험 절차

3-Bromo-2-methylthieno[2,3-c]pyridine (0.500 g, 2.19 mmol) was dissolved in DCM (10 ml) and cooled down to 0° C. m-Chloroperbenzoic acid (0.737 g, 3.29 mmol) was added to the reaction portionwise while stirring. After 4 hours, the reaction wad diluted with 1N NaOH (10 ml) and DCM (10 ml). The layers were separated and the organic layer was washed (2×) with an aqueous saturated solution of sodium bicarbonate, then with water and then brine. The organic layer was then dried with sodium sulfate, reduced in vacuo and dried to give the title compound as a yellow solid. MS (M+H)+ 245

후처리

  1. additionwas added to the reaction portionwise
  2. customThe layers were separated
  3. washthe organic layer was washed (2×) with an aqueous saturated solution of sodium bicarbonate
  4. dry with materialThe organic layer was then dried with sodium sulfate
  5. customdried

출처 및 근거

ORD 기록
ord-b7a585f472134f77baf0293917fbb97e
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989461B2

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