Sulfuric Acid → 2-(methylsulfanyl)-6-(3,5-dimethoxyphenyl)-8-ethyl-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 1793880

반응식

HRID 1793880 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:22](=NC(=O)C)[N:21]([CH2:27][CH3:28])[C:14]3[N:15]=[C:16]([S:19][CH3:20])[N:17]=[CH:18][C:13]=3[CH:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[O:29]1CCOCC1.OS(O)(=O)=O>O>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([C:11]2[C:22](=[O:29])[N:21]([CH2:27][CH3:28])[C:14]3[N:15]=[C:16]([S:19][CH3:20])[N:17]=[CH:18][C:13]=3[CH:12]=2)[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 312751,4-DioxaneHCID 21021924N-[6-(3,5-Dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylidene]-acetamide2회

생성물 1

HCID 111991132-(methylsulfanyl)-6-(3,5-dimethoxyphenyl)-8-ethyl-8H-pyrido[2,3-d]pyrimidin-7-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of the product of Example 5, N-[6-(3,5dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylidene]-acetamide, (43.5 g, 0.11 mol) and dioxane (200 mL) was heated with stirring to the boiling point at which point the solid dissolved. At the boiling point was added 100 mL of 15% aq. H2SO4 and the mixture refluxed for 2 minutes. The reaction mixture cooled in an ice bath and water was added (˜200 mL). Crystals formed that were collected by filtration and washed with water. The solid was dissolved in CH2Cl2 (400 mL), dried over K2CO3, charcoal added, and the mixture filtered through celite. The filtrate was evaporated under reduced pressure to give 33.0 g of the titled compound. mp 120–122° C.

후처리

  1. temperaturewas heated
  2. dissolutiondissolved
  3. temperaturethe mixture refluxed for 2 minutes
  4. temperatureThe reaction mixture cooled in an ice bath
  5. customCrystals formed
  6. filtrationthat were collected by filtration
  7. washwashed with water
  8. dissolutionThe solid was dissolved in CH2Cl2 (400 mL)
  9. dry with materialdried over K2CO3, charcoal
  10. additionadded
  11. filtrationthe mixture filtered through celite
  12. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b99bee6305bc430ba947f9109eb1ed5c
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022711B2

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