Sulfuric Acid → HCID 67485361、化合物

HRID 534029ノート

反応式

HRID 534029 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([O:10][C:11]2[C:12]([CH3:17])=[N:13][CH:14]=[CH:15][CH:16]=2)[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[OH:18]S(O)(=O)=O.[OH-].[Na+]>O>[Br:1][C:2]1[CH:3]=[C:4]([O:10][C:11]2[C:12]([CH3:17])=[N:13][CH:14]=[CH:15][CH:16]=2)[C:5]([C:8]([NH2:9])=[O:18])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 67485726HCID 67485726、化合物

生成物 1

HCID 67485361HCID 67485361、化合物収率 69%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 5-bromo-3-(2-methylpyridin-3-yloxy)picolinonitrile (15 g, 52 mmol) was added concentrated H2SO4 (30 mL) and the slurry was stirred overnight, at which point the material was fully dissolved. The reaction was poured into 0° C. water in small portions. While maintaining the temp below 20° C., the aqueous layer was basified to about a pH of 5 by the addition of NaOH pellet, at which point a solid formed. The solid was filtered, and the remaining aqueous layer was extracted with EtOAc. The organics layers, combined with the solid, were washed with brine, dried over MgSO4 and concentrated in vacuo to yield 5-bromo-3-(2-methylpyridin-3-yloxy)picolinamide (11 g, 69%).

後処理

  1. dissolutionwas fully dissolved
  2. temperatureWhile maintaining the temp below 20° C.
  3. customformed
  4. filtrationThe solid was filtered
  5. extractionthe remaining aqueous layer was extracted with EtOAc
  6. washwere washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-62fa070177814d6bb31ca29c22a33a3f
出典データセット
uspto-grants-2014_10
特許番号
US08853409B2

反応ノート

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