Pyridine → HCID 13805985, 화합물

HRID 2292022노트

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HRID 2292022 반응식
[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

참가 물질

5

반응물 3

HCID 1049PyridineHCID 870632,2,2-Trichloroethyl chloroformateHCID 13805967HCID 13805967, 화합물

생성물 1

HCID 13805985HCID 13805985, 화합물수율 42%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a4f5087f3de3449b86ed1e5c254dbe55
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04800201

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