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Sulfuric Acid → ethyl 7,8,9-trifluoro-1-hydroxymethyl-5-oxo-5H-thiazolo[3,2-a]quinoline-4-carboxylate

HRID 1382745
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HRID 1382745 반응식
C([O:4][CH2:5][C:6](=O)[CH2:7][S:8][C:9]1[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:17]([OH:24])[C:16]2[C:11](=[C:12]([F:27])[C:13]([F:26])=[C:14]([F:25])[CH:15]=2)[N:10]=1)(=O)C.S(=O)(=O)(O)O>O>[F:25][C:14]1[CH:15]=[C:16]2[C:11](=[C:12]([F:27])[C:13]=1[F:26])[N:10]1[C:6]([CH2:5][OH:4])=[CH:7][S:8][C:9]1=[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:17]2=[O:24]
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참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 178470106HCID 178470106, 화합물

생성물 1

HCID 14673307ethyl 7,8,9-trifluoro-1-hydroxymethyl-5-oxo-5H-thiazolo[3,2-a]quinoline-4-carboxylate수율 78.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Ethyl 2-(3-acetoxy-2-oxopropylthio)-6,7,8-trifluoro-4-hydroxyquinoline-3-carboxylate (3.54 g) was added to concd. sulfuric acid (35 ml) and the mixture was stirred at room temperature for 2 hours and 15 minutes. Thereto water (29 ml) was added gradually with ice-cooling and the mixture was stirred at room temperature for 26 hours, followed by addition of ice-water (400 ml). After precipitated crystal was filtered and washed with water, the resultant was recrystallized from a mixed solvent of chloroform - ethanol to give the title compound (2.38 g) as pale yellow crystals.

후처리

  1. temperaturecooling
  2. customAfter precipitated crystal
  3. filtrationwas filtered
  4. washwashed with water
  5. customthe resultant was recrystallized from a mixed solvent of chloroform - ethanol

출처 및 근거

ORD 기록
ord-406dcbe80eca4fccb82d2289879ae78f
출처 데이터셋
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04808584

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