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Triethylamine → 5-[6-(Phthalimido)hexylthio]imidazo[1,2-a]pyridine

HRID 5453
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HRID 5453 반응식
[SH:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28].C(N(CC)CC)C>C(O)C>[C:19]1(=[O:28])[N:18]([CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][S:1][C:2]2[N:7]3[CH:8]=[CH:9][N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]12
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 141120N-(6-Bromohexyl)phthalimideHCID 178418687HCID 178418687, 화합물

생성물 1

HCID 199569985-[6-(Phthalimido)hexylthio]imidazo[1,2-a]pyridine수율 75.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (1.50g, 10 mmoles) and N-[6-(bromo)hexyl]phthalimide (3.10 g, 10 mmoles) in ethanol (100 ml) was added triethylamine (2.1 ml, 15 mmoles) and the mixture was stirred at room temperature for 12 hours. After the solvent was distilled off, chloroform was added to the residue, which was washed with water, dried over anhydrous magnesium sulfate and the solvent was distilled off. Then the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 2.86 g of the desired product (75.5%, light tan solid).

후처리

  1. distillationAfter the solvent was distilled off
  2. additionchloroform was added to the residue, which
  3. washwas washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off
  6. customThen the residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-27f5598901a84909a3b45c27115d5a04
출처 데이터셋
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05244908

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