2,2,3-Tribromopropanal → 3-Bromo-8-iodo-6-nitro-quinoline

HRID 2421533노트

반응식

HRID 2421533 반응식
[I:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[Br:12][C:13](Br)([CH2:16]Br)[CH:14]=O>C(O)(=O)C>[Br:12][C:13]1[CH:14]=[N:4][C:3]2[C:5]([CH:16]=1)=[CH:6][C:7]([N+:9]([O-:11])=[O:10])=[CH:8][C:2]=2[I:1]

참가 물질

4

반응물 2

HCID 931082,2,3-TribromopropanalHCID 2226292-Iodo-4-nitroaniline

생성물 1

HCID 672145383-Bromo-8-iodo-6-nitro-quinoline

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
110 °C

실험 절차

2-Iodo-4-nitroaniline (5.3 g) in acetic acid (40 ml) was treated with 2,2,3 tribromopropanal (5.9 g) and the mixture was heated at 110° C. for 2 h after which it was cooled to room temperature and filtered. The filtered solid was washed with diethyl ether, suspended in water and treated with saturated sodium hydrogen carbonate. Extraction with ethyl acetate, drying over sodium sulphate, filtration and evaporation under reduced pressure gave the desired product, 3-bromo-8-iodo-6-nitro-quinoline, as a yellow solid after chromatography (silica; hexane/ethyl acetate) (M+379).

후처리

  1. temperaturewas cooled to room temperature
  2. filtrationfiltered
  3. washThe filtered solid was washed with diethyl ether
  4. additiontreated with saturated sodium hydrogen carbonate
  5. extractionExtraction with ethyl acetate
  6. dry with materialdrying over sodium sulphate, filtration and evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-08471c38a077483687d36395e1161e86
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07956188B2

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