1,3-Diethyl 2-oxopropanedioate → Ethyl 5-chloro-2-oxo-1,2-dihydroquinoxaline-3-carboxylate

HRID 240354

反応式

HRID 240354 の反応式
[Cl:1][C:2]1[C:3]([NH2:9])=[C:4]([NH2:8])[CH:5]=[CH:6][CH:7]=1.O=[C:11]([C:17](OCC)=[O:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[N:9]=[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:17](=[O:18])[NH:8]2

参加物

4

反応物 2

HCID 691051,3-Diethyl 2-oxopropanedioateHCID 3462489(2-Amino-3-chlorophenyl)amine

生成物 1

HCID 67531483Ethyl 5-chloro-2-oxo-1,2-dihydroquinoxaline-3-carboxylate収率 56.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

10.5 g (73.6 mmol) of 3-chloro-1,2-phenylenediamine and 12.8 g (73.5 mmol) of diethyl ketomalonate were dissolved in ethanol, and the solution was heated to reflux for 3 hours. While heating to reflux, ethanol was added thereto until precipitated crystals dissolved. The reaction mixture was cooled to room temperature, and then precipitated crystals were separated by filtration. The filter cake was washed with cold ethanol, and then dried, to obtain 10.5 g (yield: 51%) of ethyl 5-chloro-2-oxo-1,2-dihydroquinoxaline-3-carboxylate as pale yellow acicular crystals.

後処理

  1. temperaturethe solution was heated
  2. temperatureto reflux for 3 hours
  3. temperatureWhile heating
  4. temperatureto reflux
  5. customuntil precipitated crystals
  6. dissolutiondissolved
  7. customprecipitated crystals
  8. customwere separated by filtration
  9. washThe filter cake was washed with cold ethanol
  10. customdried

出典と根拠

ORDレコード
ord-06d5eda75c2e4224b9590b1360ec3dbe
出典データセット
uspto-grants-2014_02
特許番号
US08648075B2

関連ノート

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