HCID 13518417, 화합물 → 2H-1,4-Thiazin-3(4H)-one, 5-methyl-6-(4-pyridinyl)-

HRID 1381891노트

반응식

HRID 1381891 반응식
[CH3:1][C:2]1[NH:3][C:4](=[O:22])[CH2:5][S:6][C:7]=1[CH:8]1[CH:13]=[CH:12][N:11](C(OCC(Cl)(Cl)Cl)=O)[CH:10]=[CH:9]1>C(O)=O.[Zn]>[CH3:1][C:2]1[NH:3][C:4](=[O:22])[CH2:5][S:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1

참가 물질

4

반응물 1

HCID 13518417HCID 13518417, 화합물

생성물 1

HCID 30625322H-1,4-Thiazin-3(4H)-one, 5-methyl-6-(4-pyridinyl)-수율 37.2%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 284Formic Acid용매

실험 절차

Zinc powder (1 g) was added to a stirred solution of 5-methyl-6-[1-(2,2,2-trichloroethoxycarbonyl)-1,4-dihydro-4-pyridinyl]-2H-1,4-thiazin-3(4H)-one (1 g) in formic acid (14 ml), and the reaction mixture was stirred at room temperature for 3 hours. The insoluble solid was removed by filtration. The filtrate was evaporated to dryness and the residue was dissolved in water (30 ml). The solution was adjusted to pH 7.0 by addition of 1N sodium hydroxide aqueous solution. The precipitates were extracted with chloroform (although the solution was converted into an emulsion at this extracting step, the operation was facilitated by using a filter aid such as "Avicel"). The extract was dried over anhydrous magnesium sulfate and was evaporated under reduced pressure. The crude product was purified by the preparative thin layer chromatography [Merck TLC plate, silica gel 60F254 t (particles average porous diameter 60A, Fluorescent substance Zn2SiO4 /Mn), 20×20 cm, t=1 mm, chloroform/methanol= 20/1] to give 200 mg of 5-methyl-6-(4-pyridinyl)-2H-1,4-thiazin-3(4H)-one. The physical properties were as described above.

후처리

  1. customThe insoluble solid was removed by filtration
  2. customThe filtrate was evaporated to dryness
  3. dissolutionthe residue was dissolved in water (30 ml)
  4. additionThe solution was adjusted to pH 7.0 by addition of 1N sodium hydroxide aqueous solution
  5. extractionThe precipitates were extracted with chloroform (although the solution
  6. dry with materialThe extract was dried over anhydrous magnesium sulfate
  7. customwas evaporated under reduced pressure
  8. customThe crude product was purified by the preparative thin layer chromatography [Merck TLC plate, silica gel 60F254 t (particles average porous diameter 60A, Fluorescent substance Zn2SiO4 /Mn), 20×20 cm, t=1 mm, chloroform/methanol= 20/1]

출처 및 근거

ORD 기록
ord-0cf0b7a4d3954a1ab6b893ce0ec69340
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04804668

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