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

HRID 867629노트

반응식

HRID 867629 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-656df5e076854cab914dc117ff677bf1
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04775762

반응 노트

불러오는 중…