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

HRID 381232노트

반응식

HRID 381232 반응식
[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]

참가 물질

6

반응물 2

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

생성물 1

HCID 184358025-Acetyl-3-chloro-2-methylthiopyridine수율 94%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6386tert-Butanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-22e50e9e43b14f3b9775de1aa16d5e0d
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06306839B1

반응 노트

불러오는 중…