Pyridine → HCID 13805985、化合物

HRID 2292022ノート

反応式

HRID 2292022 の反応式
[Cl:1][C:2]([Cl:9])([Cl:8])[CH2:3][O:4][C:5](Cl)=[O:6].[CH3:10][CH:11]1[C:16](=[O:17])[NH:15][C:14]([CH3:18])=[CH:13][S:12]1.[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[CH3:10][CH:11]1[C:16](=[O:17])[NH:15][C:14]([CH3:18])=[C:13]([CH:22]2[CH:23]=[CH:24][N:19]([C:5]([O:4][CH2:3][C:2]([Cl:9])([Cl:8])[Cl:1])=[O:6])[CH:20]=[CH:21]2)[S:12]1

参加物

5

反応物 3

HCID 1049PyridineHCID 870632,2,2-Trichloroethyl chloroformateHCID 13805967HCID 13805967、化合物

生成物 1

HCID 13805985HCID 13805985、化合物収率 42%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

2,2,2-Trichloroethylchloroformate (1.68 ml) was added dropwise to a solution of 2,5-dimethyl-2H-1,4-thiazin-3(4H)-one (1.43 g) and pyridine (1.6 ml) in acetonitrile (50 ml) under ice-cooling, and the solution was stirred for 30 minutes at 0° C. The mixture was further stirred at ambient temperature for 2 hours. The solvent was removed under reduced pressure. The residue was extracted with chloroform, was washed with 2N hydrochloric acid and successively with water and was dried over magnesium sulfate. The solvent was removed and the residue was chromatographed on silica gel (Wakogel C-200) column, using ethyl acetate-n-hexane (=1:1) as an eluant. The eluate was washed with ether to give the titled compound (1.68 g, yield 42%) as pale yellow crystals.

後処理

  1. temperaturecooling
  2. stirringThe mixture was further stirred at ambient temperature for 2 hours
  3. customThe solvent was removed under reduced pressure
  4. extractionThe residue was extracted with chloroform
  5. washwas washed with 2N hydrochloric acid and successively with water
  6. dry with materialwas dried over magnesium sulfate
  7. customThe solvent was removed
  8. customthe residue was chromatographed on silica gel (Wakogel C-200) column
  9. washThe eluate was washed with ether

出典と根拠

ORDレコード
ord-a4f5087f3de3449b86ed1e5c254dbe55
出典データセット
uspto-grants-1989_01
特許番号
US04800201

反応ノート

読み込み中…