4-Chloro-2-pyridinecarbonitrile → 4-(Methylsulfanyl)pyridine-2-carbonitrile

HRID 1437240ノート

反応式

HRID 1437240 の反応式
[CH3:1][S-:2].[Na+].Cl[C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1>CN(C)C=O>[CH3:1][S:2][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1

参加物

4

反応物 2

HCID 6933424-Chloro-2-pyridinecarbonitrileHCID 4378561Sodium methanethiolate

生成物 1

HCID 203104474-(Methylsulfanyl)pyridine-2-carbonitrile収率 90.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Sodium thiomethoxide (1.01 g) was added to 4-chloropyridine-2-carbonitrile (2.00 g) obtained from Referential Example 113 in N,N-dimethylformamide (20 mL) at 0° C., followed by stirring for 2 hours. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure. The residue was purified through silica gel column chromatography (hexane-ethyl acetate), to thereby give the title compound as a solid (1.96 g, 90%).

後処理

  1. customThe reaction mixture was partitioned between water and ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate anhydrate
  3. filtrationfollowed by filtration
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified through silica gel column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-2eec23f02f314cc1b148f16b0d686b5e
出典データセット
uspto-grants-2009_11
特許番号
US07622471B2

反応ノート

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