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

HRID 2262262ノート

反応式

HRID 2262262 の反応式
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]

参加物

5

反応物 2

HCID 21611N-3-BromopropylphthalimideHCID 4378561Sodium methanethiolate

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4729a27f5bf1481bb4cf6a9c8ff2f493
出典データセット
uspto-grants-2010_12
特許番号
US07846929B2

反応ノート

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