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Water → 3-[5-(Imidazo[1,2-a]pyridin-5-yl)pentyl]thiazolidine-2,4-dione

HRID 357003
노트
인쇄 미리보기

반응식

HRID 357003 반응식
ClCCCCCS[C:8]1[N:13]2[CH:14]=[CH:15][N:16]=[C:12]2[CH:11]=[CH:10][CH:9]=1.[Na].[S:18]1[CH2:22][C:21](=[O:23])[NH:20][C:19]1=[O:24].O>CN(C)C=O>[N:16]1[CH:15]=[CH:14][N:13]2[C:8]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:20]3[C:21](=[O:23])[CH2:22][S:18][C:19]3=[O:24])=[CH:9][CH:10]=[CH:11][C:12]=12
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 189367435-(5-Chloropentylthio)imidazo[1,2-a]pyridineHCID 867387272,4-Thiazolidinedione sodium salt

생성물 1

HCID 189368213-[5-(Imidazo[1,2-a]pyridin-5-yl)pentyl]thiazolidine-2,4-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

A suspension of 2.22 g (10 mmol) of 5-(5-chloropentylthio)imidazo[1,2-a]pyridine and 1.40 g (10 mmol) of thiazolidine-2,4-dione sodium salt in 30 ml of N,N-dimethylformamide was heated at 80° C. for 16 hours. After cooling, the reaction mixture was poured into water, extracted with ethyl acetate, washed with water and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate→ethyl acetate/ethanol=10/1) to yield 1.56 g (51.4%, light brown oily substance) of the desired product.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. customdried
  5. distillationafter which the solvent was distilled off
  6. customThe residue was purified by column chromatography (eluent: ethyl acetate→ethyl acetate/ethanol=10/1)

출처 및 근거

ORD 기록
ord-1e98cee1341a44dd8329c2949aa00392
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05840732

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