Sodium Methoxide → 2-Methoxy-6-(1H-1,2,3-triazol-1-yl)pyridine

HRID 867629ノート

反応式

HRID 867629 の反応式
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N:8]2[CH:12]=[CH:11][N:10]=[N:9]2)[N:3]=1.[CH3:13][O-:14].[Na+]>CS(C)=O>[CH3:13][O:14][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N:8]2[CH:12]=[CH:11][N:10]=[N:9]2)[N:3]=1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 212903442-chloro-6-(1H-1,2,3-triazol-1-yl)pyridine

生成物 1

HCID 212903472-Methoxy-6-(1H-1,2,3-triazol-1-yl)pyridine

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4.00 g (20 mmol) of 2-chloro-6-(1H-1,2,3-triazol-1-yl)pyridine and 8.5 ml of sodium methoxide (25 percent in methanol, 40 mmol) in dimethyl sulfoxide was heated at 80° C. for six hours. The mixture was cooled, poured over ice and extracted with methylene chloride. The extract was dried over magnesium sulfate and stripped of solvent. The solid residue was triturated in a minimal amount of methanol and filtered to yield 0.4 g (10 percent of theory) of tan solid product; m.p., 75°-78° C. NMR (CDCl3): δ8.60 (s, 1H); δ7.94 (m, 3H); δ6.90 (m, 1H); δ4.06 (s, 3H).

後処理

  1. temperatureThe mixture was cooled
  2. additionpoured over ice
  3. extractionextracted with methylene chloride
  4. dry with materialThe extract was dried over magnesium sulfate
  5. customThe solid residue was triturated in a minimal amount of methanol
  6. filtrationfiltered
  7. customto yield 0.4 g (10 percent of theory) of tan solid product
  8. customm.p., 75°-78° C

出典と根拠

ORDレコード
ord-656df5e076854cab914dc117ff677bf1
出典データセット
uspto-grants-1988_10
特許番号
US04775762

反応ノート

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