Sodium methanethiolate → 5-Acetyl-3-chloro-2-methylthiopyridine

HRID 381232ノート

反応式

HRID 381232 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([Cl:11])[C:7](Cl)=[N:8][CH:9]=1)(=[O:3])[CH3:2].[CH3:12][S-:13].[Na+]>C(O)(C)(C)C.O.CCOCC>[C:1]([C:4]1[CH:5]=[C:6]([Cl:11])[C:7]([S:13][CH3:12])=[N:8][CH:9]=1)(=[O:3])[CH3:2]

参加物

6

反応物 2

HCID 4378561Sodium methanethiolateHCID 101980061-(5,6-Dichloropyridin-3-yl)ethan-1-one

生成物 1

HCID 184358025-Acetyl-3-chloro-2-methylthiopyridine収率 94%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 6386tert-Butanol溶媒

実験手順

5-Acetyl-2,3-dichloropyridine (24.5 g, 0.129 mol) was slurried in t-butanol (200 mL) and sodium methanethiolate (10 g, 0.143 mol) was added. The mixture was heated under reflux conditions for two hours, cooled to room temperature, and diluted with water (200 mL) and ether (150 mL). This was separated and the aqueous phase extracted with ether (50 mL). The combined organic extracts were washed with water (100 mL) and saturated sodium chloride solution (100 mL), dried over anhydrous sodium sulphate, and evaporated to dryness to give the desired product (24.1 g, 94%) as a pale, low melting solid.

後処理

  1. temperatureThe mixture was heated under reflux conditions for two hours
  2. customThis was separated
  3. extractionthe aqueous phase extracted with ether (50 mL)
  4. washThe combined organic extracts were washed with water (100 mL) and saturated sodium chloride solution (100 mL)
  5. dry with materialdried over anhydrous sodium sulphate
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-22e50e9e43b14f3b9775de1aa16d5e0d
出典データセット
uspto-grants-2001_10
特許番号
US06306839B1

反応ノート

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