N-3-Bromopropylphthalimide → 2-[3-(Methylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione

HRID 2098834노트

반응식

HRID 2098834 반응식
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]2[C:6]1=[O:15].[CH3:16][S-:17].[Na+]>CS(C)=O.O>[CH3:16][S:17][CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]2[C:7](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]1=[O:15]

참가 물질

5

반응물 2

HCID 21611N-3-BromopropylphthalimideHCID 4378561Sodium methanethiolate

생성물 1

HCID 134589972-[3-(Methylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매2회

실험 절차

To a mixture of N-(3-bromopropyl)phthalimide (500 mg) in DMSO (8 mL) was added sodium thiomethoxide (144 mg) and the reaction stirred at room temperature for 16 h. Then with water (2 mL) was added and the mixture stirred at room temperature for 10 min. The reaction was diluted with water (20 mL) and extracted into ethyl acetate (2×20 mL). The combined organics were washed with aqueous brine solution (2×20 mL), dried (MgSO4) and reduced in vacuo to give 2-(3-methylsulfanyl-propyl)-isoindole-1,3-dione as a white solid.

후처리

  1. stirringthe mixture stirred at room temperature for 10 min
  2. extractionextracted into ethyl acetate (2×20 mL)
  3. washThe combined organics were washed with aqueous brine solution (2×20 mL)
  4. dry with materialdried (MgSO4)

출처 및 근거

ORD 기록
ord-aed7fabb239a4d39bdb612d614652686
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450315B2

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