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

HRID 2263351ノート

反応式

HRID 2263351 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-00fa34c2e0e34170b563d65845da2b74
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

反応ノート

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