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

HRID 1437240노트

반응식

HRID 1437240 반응식
[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

참가 물질

4

반응물 2

HCID 6933424-Chloro-2-pyridinecarbonitrileHCID 4378561Sodium methanethiolate

생성물 1

HCID 203104474-(Methylsulfanyl)pyridine-2-carbonitrile수율 90.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-2eec23f02f314cc1b148f16b0d686b5e
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622471B2

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