Hydrochloric Acid → 2-Chloro-5-(methylsulfanyl)pyrazine

HRID 909600ノート

反応式

HRID 909600 の反応式
N([O-])=O.[Na+].[ClH:5].[CH3:6][S:7][C:8]1[N:9]=[CH:10][C:11](N)=[N:12][CH:13]=1>O>[Cl:5][C:11]1[CH:10]=[N:9][C:8]([S:7][CH3:6])=[CH:13][N:12]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 218972225-(Methylthio)pyrazin-2-amineHCID 23668193Sodium Nitrite

生成物 1

HCID 866495722-Chloro-5-(methylsulfanyl)pyrazine収率 26%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

Sodium nitrite (50.9 g, 0.74 Mop was dissolved in water (150 mL), followed by dropwise addition into a 5N aqueous hydrochloric acid solution (1.0 L) at 0° C. over 1 hour. Subsequently, 5-(methylsulfanyl)pyrazine-2-amine (40.4 g, 0.28 mol) synthesized in Example (97a) was added at 0° C. over 40 minutes, and stirring was carried out at 0° C. for 1 hour. The reaction solution was brought back to room temperature, and water (500 mL) was added, followed by extraction with ethyl acetate (1.0 L). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=10%-20%) to afford the desired compound (11.9 g, yield 26%) as a white solid.

後処理

  1. customwas brought back to room temperature
  2. extractionfollowed by extraction with ethyl acetate (1.0 L)
  3. washThe organic layer was washed with saturated brine
  4. dry with materialsubsequently dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe resulting residue was purified
  7. washsilica gel column chromatography (elution solvent: ethyl acetate/hexane=10%-20%)

出典と根拠

ORDレコード
ord-e8e4c86a71b1480e894abb27db519ef3
出典データセット
uspto-grants-2011_09
特許番号
US08017610B2

反応ノート

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