Triethylamine → 5-[4-(Phthalimido)butylthio]imidazo[1,2-a]pyridine

HRID 5452

반응식

HRID 5452 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][N:16]1[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]2[C:17]1=[O:26].C(N(CC)CC)C>C(O)C>[C:17]1(=[O:26])[N: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:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]12

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 93575N-(4-Bromobutyl)phthalimideHCID 178418687HCID 178418687, 화합물

생성물 1

HCID 233628715-[4-(Phthalimido)butylthio]imidazo[1,2-a]pyridine수율 64.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (3.00g, 20 mmoles) and N-[4-(bromo)butyl]phthalimide (6.21 g, 22 mmoles) in ethanol (200 ml) was added triethylamine (4.2 ml, 30 mmoles) and the mixture was stirred at room temperature for 1 hour and heated at reflux for 45 minutes. After the solvent was distilled off, chloroform was added to the residue, which was washed with saturated saline, dried over anhydrous magnesium sulfate and the solvent was distilled off. Then, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 4.50 g of the desired product (64.1%, pale yellow crystals).

후처리

  1. temperatureheated
  2. temperatureat reflux for 45 minutes
  3. distillationAfter the solvent was distilled off
  4. additionchloroform was added to the residue, which
  5. washwas washed with saturated saline
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThen, the residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-50be1fc82c544b38bf6a4a6ff7e52623
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244908

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