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

HRID 240354

반응식

HRID 240354 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-06d5eda75c2e4224b9590b1360ec3dbe
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648075B2

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