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

HRID 1285125ノート

反応式

HRID 1285125 の反応式
[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.[S]>>[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

参加物

3

反応物 2

HCID 5362487SulfurHCID 13518417HCID 13518417、化合物

生成物 1

HCID 30625322H-1,4-Thiazin-3(4H)-one, 5-methyl-6-(4-pyridinyl)-収率 76.5%

反応条件

温度
140 °C

実験手順

The mixture of 5-methyl-6-[1-(2,2,2-trichloroethoxycarbonyl)-1,4-dihydro-4-pyridinyl]-2H-1,4-thiazin3(4H)-one (2.14 g) and sulfur (10.7 g) was heated under stirring at 140° C. for 1.5 hours and then cooled to room temperature. The solid was extracted with methanol by using Soxhlet extractor. Methanol was removed under reduced pressure and the residue was dissolved in 50 ml of 2N hydrochloric acid. The insoluble solid was removed by filtration ad the filtrate was adjusted to pH 7.2 by 2N aqueous sodium hydroxide. The precipitates were collected by filtration and the filtrate was extracted with chloroform (20 ml×5 times) and evaporated to dryness. After combined with the above solid, the residue was recrystallized from isopropyl alcohol to give 5-methyl-6-(4-pyridinyl)-2H-1,4-thiazin-3(4H)-one (0.88 g, yield 76.5%) as light yellow plates.

後処理

  1. temperaturewas heated
  2. temperaturecooled to room temperature
  3. extractionThe solid was extracted with methanol
  4. customMethanol was removed under reduced pressure
  5. dissolutionthe residue was dissolved in 50 ml of 2N hydrochloric acid
  6. customThe insoluble solid was removed by filtration ad the filtrate
  7. filtrationThe precipitates were collected by filtration
  8. extractionthe filtrate was extracted with chloroform (20 ml×5 times)
  9. customevaporated to dryness
  10. customthe residue was recrystallized from isopropyl alcohol

出典と根拠

ORDレコード
ord-4a6a8aef894149dea14421a7f2962138
出典データセット
uspto-grants-1986_01
特許番号
US04565813

反応ノート

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