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Citric Acid → Ethyl 6-amino-4-oxo-3,4-dihydro-2-quinazolinecarboxylate

HRID 606492
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인쇄 미리보기

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HRID 606492 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=O)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:4]([C:16]([NH2:18])=[O:17])[CH:3]=1.C1COCC1.CC[O-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(O)C>[NH2:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[N:8]=[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[NH:18][C:16]2=[O:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 311Citric AcidHCID 8028TetrahydrofuranHCID 2723922Sodium ethoxideHCID 66769061Ethyl {[4-amino-2-(aminocarbonyl)phenyl]amino}(oxo)acetate

생성물 1

HCID 136054462Ethyl 6-amino-4-oxo-3,4-dihydro-2-quinazolinecarboxylate수율 40.6%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

To a solution of ethyl {[4-amino-2-(aminocarbonyl)phenyl]amino}(oxo)acetate (1.96 g) in a mixed solvent of THF (60 ml)-ethanol (30 mL) was added dropwise sodium ethylate (20% ethanol solution, 2.82 g), and the mixture was stirred at room temperature for 12 hr. 10% Aqueous citric acid solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried and concentrated, and the obtained crude crystals were washed with diisopropyl ether to give the title compound (738 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customthe obtained crude crystals
  5. washwere washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-fa8d502dcf6842908625bd78cd5d047a
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915267B2

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