Diethyl Oxalate → Ethyl benzo[g]quinazolin-4(3H)-one-2-carboxylate

HRID 442220노트

반응식

HRID 442220 반응식
[C:1]([O:8][CH2:9][CH3:10])(=[O:7])[C:2](OCC)=O.C[O-].[Na+].[NH2:14][C:15]1[C:24]([C:25]([NH2:27])=[O:26])=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1>>[N:14]1[C:15]2[C:24](=[CH:23][C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH:16]=2)[C:25](=[O:26])[NH:27][C:2]=1[C:1]([O:8][CH2:9][CH3:10])=[O:7]

참가 물질

4

반응물 3

HCID 7268Diethyl OxalateHCID 10942334Sodium MethoxideHCID 124714773-aMino-2-naphthaMide

생성물 1

HCID 135961510Ethyl benzo[g]quinazolin-4(3H)-one-2-carboxylate수율 79%

실험 절차

Diethyl oxalate (2.35 g., 16.1 millimoles), sodium methoxide (10 mg) and 2-aminonaphthalene-3-carboxamide (1.50 g., 8.05 millimoles) are mixed together and heated at reflux for two days. The mixture is then cooled in an ice bath and the brown precipitate recovered by filtration. It is recrystallized from ethanol to give 1.76 g. (79% yield) of the desired ester. M.P. 240°-242° C.

후처리

  1. temperatureheated
  2. temperatureat reflux for two days
  3. temperatureThe mixture is then cooled in an ice bath
  4. filtrationthe brown precipitate recovered by filtration
  5. customIt is recrystallized from ethanol
  6. customto give 1.76 g

출처 및 근거

ORD 기록
ord-d287f2122eb64eb7a2dc12855beccfa1
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04044134

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