반응식
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]([OH:10])=[O:9].[N-:11]=[N+:12]=[N-:13].[Na+].CO.[C:17](OC(=O)C)(=O)[CH3:18]>>[CH3:17][C:18]1[N:1]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][C:7]=2[C:8]([OH:10])=[O:9])[N:13]=[N:12][N:11]=1참가 물질
실험 절차
3-Aminopyridine-4-carboxylic acid (50.0 g, 0.36 mol) was suspended in acetic anhydride (250 mL) then heated at reflux for 2 hours. The reaction mixture was concentrated under vacuum. The solid residue was slurried with heptane then concentrated under vacuum. The resulting solid was covered with acetic acid (300 mL), then sodium azide (23.5 g, 0.36 mol) was added. The reaction exothermed to 50° C. The reaction mixture was allowed to stir at ambient temperature overnight. The precipitate was isolated by filtration then slurried with methanol and filtered. The solid was dissolved in 10% sodium hydroxide. The solution was heated on a steam bath for 30 minutes, allowed to cool to ambient temperature then neutralized with 6N hydrochloric acid. The resulting precipitate was isolated by filtration, washed with water and dried to provide 64.5 g of 3-(5-methyl-1H-tetrazol-1-yl)pyridine-4-carboxylic acid as an off white solid, m.p. 214-215° C. (decomposition).
후처리
- temperaturethen heated
- temperatureat reflux for 2 hours
- concentrationThe reaction mixture was concentrated under vacuum
- concentrationthen concentrated under vacuum
- customexothermed to 50° C
- customThe precipitate was isolated by filtration
- filtrationfiltered
- dissolutionThe solid was dissolved in 10% sodium hydroxide
- temperatureThe solution was heated on a steam bath for 30 minutes
- temperatureto cool to ambient temperature
- customThe resulting precipitate was isolated by filtration
- washwashed with water
- customdried
출처 및 근거
- ORD 기록
- ord-7a113dd9843c441590b768d08b556382
- 출처 데이터셋
- uspto-grants-2004_03
- 특허 번호
- US06699878B2
연결된 노트
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