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Hydrochloric Acid → HCID 10647202, 화합물

HRID 1648271
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HRID 1648271 반응식
C([O:3][C:4]([C:6]1[C:7]([CH2:30][N:31]2[CH:35]=[N:34][CH:33]=[N:32]2)=[N:8][C:9]2[C:14]([C:15]=1[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1)=[CH:13][C:12]([O:26][CH3:27])=[C:11]([O:28][CH3:29])[CH:10]=2)=[O:5])C.[OH-].[Na+].Cl>C(O)C>[CH3:27][O:26][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][C:11]=1[O:28][CH3:29])[N:8]=[C:7]([CH2:30][N:31]1[CH:35]=[N:34][CH:33]=[N:32]1)[C:6]([C:4]([OH:5])=[O:3])=[C:15]2[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 153980TAK-603

생성물 1

HCID 10647202HCID 10647202, 화합물수율 46%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylic acid ethyl ester (3.0 g), 2N sodium hydroxide (15.6 ml) and ethanol (50 ml) was stirred under refluxing conditions for 8 hours. The reaction mixture was cooled with ice and adjusted to pH 5 with 2N hydrochloric acid, after which it was concentrated under reduced pressure. The residue was dissolved in ethanol, and the insoluble substances were filtered off. After the filtrate was concentrated, the residual oily substance was subjected to silica gel column chromatography and eluted with chloroform-methanol (4:1, v/v) to yield 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-(1,2,4-triazol- 1-ylmethyl)quinoline-3-carboxylic acid (1.3 g, 46%), which was then recrystallized from dichloromethane-ethanol to yield a colorless prismatic crystal having a melting point of 270° to 271° C. (decomposed).

후처리

  1. temperatureThe reaction mixture was cooled with ice
  2. concentrationafter which it was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ethanol
  4. filtrationthe insoluble substances were filtered off
  5. concentrationAfter the filtrate was concentrated
  6. washeluted with chloroform-methanol (4:1

출처 및 근거

ORD 기록
ord-70535f60efca4034b2d804a9621fab04
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05436247

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