1,2-Dibromoethane → ethyl 8-chloro-7-fluoro-5-oxo-1,2-dihydro-5H-thiazolo(3,2-a)-quinoline-4-carboxylate

HRID 2295732ノート

反応式

HRID 2295732 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]([SH:12])[NH:9]2)=[CH:4][C:3]=1[F:19].C(=O)([O-])[O-].[K+].[K+].[CH2:26](Br)[CH2:27]Br>CN(C)C=O>[CH2:16]([O:15][C:13]([C:7]1[C:6](=[O:18])[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[C:3]([F:19])[CH:4]=2)[N:9]2[CH2:26][CH2:27][S:12][C:8]=12)=[O:14])[CH3:17]

参加物

5

反応物 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 178470137HCID 178470137、化合物

生成物 1

HCID 10404195ethyl 8-chloro-7-fluoro-5-oxo-1,2-dihydro-5H-thiazolo(3,2-a)-quinoline-4-carboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Three grams (0.01 mol) of ethyl 7-chloro-6-fluoro-2-mercapto-4-oxo-1,4-dihydroquinoline-3-carboxylate was dissolved in 10 ml of dimethyl formamide, then 4.1 grams (0.03 mol) of anhydrous potassium carbonate was added thereto and, with stirring at a room temperature, 1.9 grams (0.01 mol) of ethylene dibromide was dropped thereinto. The mixture was stirred at a room temperature overnight. The content was concentrated under reduced pressure and water was added to the residue. Crystals separated out therefrom were collected by filtration immediately, washed with water, dried and the crystals were recrystallized from ethanol to give the title compound. Colorless crystals. Yield 3.5 grams (94 percent). All of melting point, elementary analysis data, infrared absorption spectra, and nuclear magnetic resonance spectra coincided with those in example 15.

後処理

  1. stirringThe mixture was stirred at a room temperature overnight
  2. concentrationThe content was concentrated under reduced pressure and water
  3. additionwas added to the residue
  4. customCrystals separated out
  5. filtrationtherefrom were collected by filtration immediately
  6. washwashed with water
  7. customdried
  8. customthe crystals were recrystallized from ethanol

出典と根拠

ORDレコード
ord-5fef51a86c8b49efa64a32eb598a08dd
出典データセット
uspto-grants-1984_01
特許番号
US04426381

反応ノート

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