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2-Amino-5-nitrobenzoic acid → 5-Nitro-2-(pyrrol-1-yl)benzoic acid

HRID 2227468
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HRID 2227468 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].CO[CH:16]1[CH2:20][CH2:19][CH:18](OC)O1>C(O)(=O)C>[N+:11]([C:8]1[CH:9]=[CH:10][C:2]([N:1]2[CH:16]=[CH:20][CH:19]=[CH:18]2)=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5])([O-:13])=[O:12]
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참가 물질

4

반응물 2

HCID 120322-Amino-5-nitrobenzoic acidHCID 790982,5-Dimethoxytetrahydrofuran

생성물 1

HCID 121962005-Nitro-2-(pyrrol-1-yl)benzoic acid수율 73%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 2-amino-5-nitrobenzoic acid (475 mg), 2,5-dimethoxytetrahydrofuran (345 mg) and acetic acid (10 ml) was heated under reflux for 3 hours and then concentrated at reduced pressure. Brine was added to the resulting residue and the mixture was extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and then concentrated at reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:1) to give the titled compound (yield, 73%).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. concentrationconcentrated at reduced pressure
  4. additionBrine was added to the resulting residue
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  7. concentrationconcentrated at reduced pressure
  8. customThe resulting residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:1)

출처 및 근거

ORD 기록
ord-70e317d51d3048dab986c281029323ce
출처 데이터셋
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06414005B1

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