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Nitric Acid → HCID 66955389, 화합물

HRID 1399724
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HRID 1399724 반응식
[N+]([O-])(O)=O.[CH3:5][C:6]1[NH:11][C:10](=[O:12])[NH:9][CH:8]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[C:7]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[K+].[K+]>O>[CH3:5][C:6]1[NH:11][C:10](=[O:12])[N:9]=[C:8]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[C:7]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 11430Potassium CarbonateHCID 296187Ethyl 6-methyl-4-(4-methylphenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

생성물 1

HCID 66955389HCID 66955389, 화합물수율 62.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a cold (0° C.) mixture of nitric acid (70%) (34 ml) and water (6 mL) was added ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate (6 g; 21,87 mmol) in small portions (within 3 min). The mixture was stirred for 30 min while gradually allowed to reach room temperature. The reaction was poured onto crushed ice and neutralized by adding potassium carbonate until pH 8. The aqueous layer was extracted with chloroform (3 times) and the combined organics were dried over sodium sulphate, filtered and concentrated under reduced pressure. The obtained green oil was dissolved in dichloromethane and concentrated under reduced pressure to afford a green solid, which was crystallized from ethanol and the obtained greenish crystals were triturated with heptane to furnish 3.7 g (60%) of the title compound as a white-to-green solid.

후처리

  1. customto reach room temperature
  2. additionThe reaction was poured
  3. customonto crushed ice
  4. extractionThe aqueous layer was extracted with chloroform (3 times)
  5. dry with materialthe combined organics were dried over sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. dissolutionThe obtained green oil was dissolved in dichloromethane
  9. concentrationconcentrated under reduced pressure
  10. customto afford a green solid, which
  11. customwas crystallized from ethanol
  12. customthe obtained greenish crystals were triturated with heptane

출처 및 근거

ORD 기록
ord-bf8f13adba48455a80539acf3f166015
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08906906B2

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