Sodium methanethiolate → 5-bromo-1-(1-ethylpropyl)-3-(methylthio)-2 (1H)-pyrazinone

HRID 1271138노트

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HRID 1271138 반응식
Br[C:2]1[C:3](=[O:14])[N:4]([CH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH:5]=[C:6]([Br:8])[N:7]=1.[CH3:15][S-:16].[Na+]>C1COCC1.O.C(OCC)(=O)C>[Br:8][C:6]1[N:7]=[C:2]([S:16][CH3:15])[C:3](=[O:14])[N:4]([CH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH:5]=1

참가 물질

6

반응물 2

HCID 4378561Sodium methanethiolateHCID 220043223,5-dibromo-1-(1-ethylpropyl)-2(1H)-pyrazinone

생성물 1

HCID 588451705-bromo-1-(1-ethylpropyl)-3-(methylthio)-2 (1H)-pyrazinone수율 82%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
25 °C

실험 절차

A solution of 3,5-dibromo-1-(1-ethylpropyl)-2(1H)-pyrazinone (XXX) (3.23 g, 10 mmol), prepared using the conditions described in US6159980 (Example 84, Part A), hereby incorporated by reference, and sodium thiomethoxide (701 mg, 10 mol) in THF (50 mL) was stirred at 25° C. for 72 h. The reaction mixture was diluted with water (75 mL) and ethyl acetate (75 mL). The organic phase was dried over (MgSO4), filtered, and concentrated in vacuo to give crude residue. Purification by flash column chromatography (silica, ethyl acetate:hexane 1:4) gave the product XXXI (2.30 g, 82%) as a white solid.

후처리

  1. dry with materialThe organic phase was dried over (MgSO4)
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customto give crude residue
  5. customPurification by flash column chromatography (silica, ethyl acetate:hexane 1:4)

출처 및 근거

ORD 기록
ord-629bc5f0d0444ca1afa53e3fc37da018
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205306B2

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