Nitric Acid → 6-Bromo-3-nitroimidazo[1,2-a]pyridine

HRID 614849노트

반응식

HRID 614849 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.S(=O)(=O)(O)O.[N+:16]([O-])([OH:18])=[O:17].[OH-].[K+]>>[N+:16]([C:8]1[N:6]2[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]2=[N:10][CH:9]=1)([O-:18])=[O:17]

참가 물질

5

반응물 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 14797Potassium HydroxideHCID 27955476-Bromoimidazo[1,2-a]pyridine

생성물 1

HCID 288758886-Bromo-3-nitroimidazo[1,2-a]pyridine

실험 절차

A solution of 24 gms. (0.122 mole) of 6-bromoimidazo [1,2-a] pyridine in 80 ml. of concentrated sulfuric acid is treated dropwise with 24 ml. of concentrated nitric acid while maintaining a temperature of 15° C. with external cooling. When the addition is complete, the reaction mixture is stirred at room temperature for 1/2 hour and poured onto 450 gm. of ice. The pH of the mixture is adjusted to pH 4 with aqueous potassium hydroxide and the resultant solids are collected by filtration. The filter cake is washed with water and dried. Recrystallization from methylene chloride-hexane yields pure 3-nitro 6-bromoimidazo [1,2-a] pyridine m.p. 160°-161° C.

후처리

  1. additionWhen the addition
  2. additionpoured onto 450 gm
  3. filtrationthe resultant solids are collected by filtration
  4. washThe filter cake is washed with water
  5. customdried
  6. customRecrystallization from methylene chloride-hexane

출처 및 근거

ORD 기록
ord-06caeeee2e464de998da9acc60a5625a
출처 데이터셋
uspto-grants-1979_03
특허 번호
US04146642

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