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

HRID 521015노트

반응식

HRID 521015 반응식
[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]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 12226515Azafluorene

생성물 1

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

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-9e2683d968774ba39753802a55457529
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328072B2

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