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

HRID 2251003ノート

反応式

HRID 2251003 の反応式
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

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 3,5-dibromo-1-(1-ethylpropyl)-2(1H)-pyrazinone (XXX) (3.23 g, 10 mmol), prepared using the conditions described in U.S. Pat. No. 6,159,980 (Example 84, Part A), hereby incorporated by reference, and sodium thiomethoxide (701 mg, 10 mmol) 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.

後処理

  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)

出典と根拠

ORDレコード
ord-1ff270b30fb4462ba812792764683a6b
出典データセット
uspto-grants-2008_01
特許番号
US07319100B2

反応ノート

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