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Sodium Azide → 2-Azido-5,6-dimethoxy-3-nitropyridine

HRID 2391746
ノート
印刷プレビュー

反応式

HRID 2391746 の反応式
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([O:11][CH3:12])=[C:4]([O:13][CH3:14])[N:3]=1.[N-:15]=[N+:16]=[N-:17].[Na+]>CS(C)=O>[N:15]([C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([O:11][CH3:12])=[C:4]([O:13][CH3:14])[N:3]=1)=[N+:16]=[N-:17]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 33557Sodium Azide2 回HCID 127582122-Bromo-5,6-dimethoxy-3-nitropyridine

生成物 1

HCID 866471232-Azido-5,6-dimethoxy-3-nitropyridine

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

To a suspension of 22.0 g of 2-bromo-5,6-dimethoxy-3-nitropyridine (example E4) in 50 ml DMSO were added 16.0 g sodium azide. The reaction mixture was stirred for 24 h at 50° C. Additional 3.20 g sodium azide were added and after stirring for additional 44 h the reaction was completed. The solvent was removed under vacuum and the resulting residue was extracted with dichloromethane (3×100 ml). The solvent was removed and the residue was purified by flash chromatography (petroleum ether/ethyl acetate) to yield the title compound.

後処理

  1. stirringafter stirring for additional 44 h the reaction
  2. customThe solvent was removed under vacuum
  3. extractionthe resulting residue was extracted with dichloromethane (3×100 ml)
  4. customThe solvent was removed
  5. customthe residue was purified by flash chromatography (petroleum ether/ethyl acetate)

出典と根拠

ORDレコード
ord-45428190863e4b838b9a6b568d223db3
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08273890B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート