Boron tribromide → 5-(4-methyl-5-(2-(trifluoromethyl)pyridin-3-yl)-4H-1,2,4-triazol-3-yl)-3-nitrobenzene-1,2-diol

HRID 62017ノート

反応式

HRID 62017 の反応式
C[O:2][C:3]1[CH:4]=[C:5]([C:14]2[N:15]([CH3:29])[C:16]([C:19]3[C:20]([C:25]([F:28])([F:27])[F:26])=[N:21][CH:22]=[CH:23][CH:24]=3)=[N:17][N:18]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9]C.B(Br)(Br)Br>ClCCl>[CH3:29][N:15]1[C:16]([C:19]2[C:20]([C:25]([F:27])([F:28])[F:26])=[N:21][CH:22]=[CH:23][CH:24]=2)=[N:17][N:18]=[C:14]1[C:5]1[CH:4]=[C:3]([OH:2])[C:8]([OH:9])=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 68702137HCID 68702137、化合物

生成物 1

HCID 1363887205-(4-methyl-5-(2-(trifluoromethyl)pyridin-3-yl)-4H-1,2,4-triazol-3-yl)-3-nitrobenzene-1,2-diol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred suspension of 3-(5-(3,4-dimethoxy-5-nitrophenyl)-4-methyl-4H-1,2,4-triazol-3-yl)-2-(trifluoromethyl)pyridine (0.192 g, 0.47 mmol) in dichloromethane (20 mL) at −78° C. under argon was added boron tribromide (0.47 g, 1.88 mmol) dropwise. The resulting purple suspension was then allowed to stir at room temperature for seven hours before being cooled in an ice-water bath. The mixture was carefully quenched by the addition of methanol. After stirring at room temperature for thirty minutes, the volatiles were evaporated and the residue stirred with 2 N hydrochloric acid (5 mL) for thirty minutes. The resulting solid was filtered off, washed with water (25 mL) and then cold isopropanol (5 mL) to give, after drying, 5-(4-methyl-5-(2-(trifluoromethyl)pyridin-3-yl)-4H-1,2,4-triazol-3-yl)-3-nitrobenzene-1,2-diol was obtained as an orange solid, 0.154 g (86%).

後処理

  1. temperaturebefore being cooled in an ice-water bath
  2. customThe mixture was carefully quenched by the addition of methanol
  3. stirringAfter stirring at room temperature for thirty minutes
  4. customthe volatiles were evaporated
  5. stirringthe residue stirred with 2 N hydrochloric acid (5 mL) for thirty minutes
  6. filtrationThe resulting solid was filtered off
  7. washwashed with water (25 mL)
  8. customcold isopropanol (5 mL) to give
  9. customafter drying

出典と根拠

ORDレコード
ord-b96d60b1b5b7463bbc1796d7534dc83d
出典データセット
uspto-grants-2016_09
特許番号
US09446012B2

反応ノート

読み込み中…