Trichloromethanethiol → 5-Chloro-3-(piperidin-1-yl)-1,2,4-thiadiazole

HRID 2263351노트

반응식

HRID 2263351 반응식
Br.[N:2]1([C:8](=[NH:10])[NH2:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[Cl:11][C:12]([SH:15])(Cl)Cl.[OH-].[Na+]>C(Cl)Cl.O>[Cl:11][C:12]1[S:15][N:9]=[C:8]([N:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)[N:10]=1

참가 물질

6

반응물 3

HCID 6390TrichloromethanethiolHCID 14798Sodium HydroxideHCID 2777304Piperidine-1-carboximidamide Hydrobromide

생성물 1

HCID 652671425-Chloro-3-(piperidin-1-yl)-1,2,4-thiadiazole수율 25.6%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6344Dichloromethane용매

실험 절차

To a solution of piperidine-1-carboximidamide hydrobromide (2.00 g, 9.61 mmol) and perchloromethyl mercaptan (1.04 ml, 9.61 mmol) in methylene chloride (10 ml) was added dropwise a solution of sodium hydroxide (1.54 g, 38.4 mmol) in water (4 ml) under ice-cooling. The mixture was stirred under ice-cooling for 1 hour and at room temperature for 1 hour. The reaction mixture was poured to water, and the organic layer was separated and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane: ethyl acetate=4:1) to give 500 mg (25.6%) of the desired product as a solid.

후처리

  1. temperaturecooling
  2. customthe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (hexane: ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-00fa34c2e0e34170b563d65845da2b74
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

반응 노트

불러오는 중…