Nitric Acid → 7-nitro-9H-indeno[2,1-b]pyridine

HRID 521015ノート

反応式

HRID 521015 の反応式
[N+:1]([O-:4])(O)=[O:2].[N:5]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[CH2:17][C:6]=12>S(=O)(=O)(O)O>[N+:1]([C:14]1[CH:13]=[CH:12][C:11]2[C:7]3[C:6](=[N:5][CH:10]=[CH:9][CH:8]=3)[CH2:17][C:16]=2[CH:15]=1)([O-:4])=[O:2]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 12226515Azafluorene

生成物 1

HCID 126342947-nitro-9H-indeno[2,1-b]pyridine

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

実験手順

A ca. 10° C.-cold mixture of nitric acid (65%, 1.1 mL) and sulfuric acid (96%, 1.6 mL) is added dropwise to a solution of 9H-indeno[2,1-b]pyridine (2.44 g) in sulfuric acid (96%, 3 mL) chilled in an ice bath. The solution is stirred in the cooling bath for 1 h and poured then onto crushed ice. The precipitate formed is separated by filtration and the filtrate is neutralized using 4 M aqueous NaOH solution. The precipitate formed is separated by filtration and combined with the precipitate separated before. The precipitate is triturated with acetone and dried to give the title compound as a solid. Yield: 2.64 g (85% of theory); LC (method 1): tR=2.93 min; Mass spectrum (ESI+): m/z=213 [M+H]+.

後処理

  1. temperaturechilled in an ice bath
  2. additionpoured
  3. customonto crushed ice
  4. customThe precipitate formed
  5. customis separated by filtration
  6. customThe precipitate formed
  7. customis separated by filtration
  8. customseparated before
  9. customThe precipitate is triturated with acetone
  10. customdried

出典と根拠

ORDレコード
ord-9e2683d968774ba39753802a55457529
出典データセット
uspto-grants-2016_05
特許番号
US09328072B2

反応ノート

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