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

HRID 2263005노트

반응식

HRID 2263005 반응식
Cl.[N:2]1([C:7](=[NH:9])[NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3]1.[Cl:10][C:11]([SH:14])(Cl)Cl.[OH-].[Na+]>ClCCl.O>[Cl:10][C:11]1[S:14][N:8]=[C:7]([N:2]2[CH2:6][CH2:5][CH2:4][CH2:3]2)[N:9]=1

참가 물질

6

반응물 3

HCID 6390TrichloromethanethiolHCID 14798Sodium HydroxideHCID 13221241Pyrrolidine-1-carboximidamide hydrochloride

생성물 1

HCID 652686795-Chloro-3-(pyrrolidin-1-yl)-1,2,4-thiadiazole수율 31.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of pyrrolidine-1-carboximidamide hydrochloride (1.50 g, 10.0 mmol) and perchloromethyl mercaptan (1.08 ml, 10.0 mmol) in dichloromethane (20 ml) was added dropwise a solution of sodium hydroxide (1.60 g, 40.0 mmol) in water (4 ml) under ice-cooling. Then, the reaction mixture was stirred under ice-cooling for 1 hour and at room temperature for 1 hour. The organic layer was separated, washed with water, and then 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 590 mg (31.0%) of the desired product as an oil.

후처리

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

출처 및 근거

ORD 기록
ord-85eba6a90ff84b1eb5ac24e6513fb642
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

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