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Sulfuric Acid → Ethyl 2-aminopyridine-4-carboxylate

HRID 1828450
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인쇄 미리보기

반응식

HRID 1828450 반응식
C([NH:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][N:13]=1)[C:8]([OH:10])=[O:9])(=O)C.CO[C:16]1C=CC(CN2N=NC(CC(OCC)=O)=N2)=C[CH:17]=1.S(=O)(=O)(O)O.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1.C(O)C>[NH2:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][N:13]=1)[C:8]([O:10][CH2:16][CH3:17])=[O:9]
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참가 물질

7

반응물 4

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 37744662-Acetamidopyridine-4-carboxylic acidHCID 15090418HCID 15090418, 화합물

생성물 1

HCID 7015521Ethyl 2-aminopyridine-4-carboxylate

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 1140
Toluene
용매

반응 조건

온도
105 °C

실험 절차

2-(Acetylamino)isonicotinic acid (13 g, 73.60 mmol) synthesized by the method of Example 7, (A) was added with ethanol (50 ml) and toluene (150 ml) and heated to 100-110° C. The mixture was added dropwise with concentrated sulfuric acid (7 ml) and heated for 11 hour with stirring. The reaction solution was returned to room temperature and poured into saturated aqueous sodium hydrogencarbonate cooled with ice. The mixture was extracted with chloroform and the collected organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 7.6 g (23% for the two steps) of the title compound as pale yellow crystals without purification.

후처리

  1. temperatureheated for 11 hour
  2. customwas returned to room temperature
  3. temperaturecooled with ice
  4. extractionThe mixture was extracted with chloroform
  5. dry with materialthe collected organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8e38f909434c47afb977652a1747462d
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056917B2

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