Ethanol → Ethyl 2-aminopyridine-3-carboxylate

HRID 8947

반응식

HRID 8947 반응식
[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:11][CH2:12]O>S(=O)(=O)(O)O>[CH2:11]([O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[N:10][C:2]=1[NH2:1])[CH3:12]

참가 물질

4

반응물 2

HCID 702EthanolHCID 729302-Aminonicotinic acid

생성물 1

HCID 12433260Ethyl 2-aminopyridine-3-carboxylate수율 74%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

A solution of 2-aminonicotinic acid (2.0 g, 14.4 mmol) in anhydrous EtOH (70 mL) and concentrated sulfuric acid (14 mL) was heated to reflux for 16 h. The solution was concentrated under reduced pressure, neutralized with saturated aqueous Na2CO3 (50 mL) and extracted with CH2Cl2 (3×50 mL). The combined organic phases were dried (MgSO4), filtered and concentrated to give 2-aminonicotinic acid ethyl ester as a yellow solid (1.74 g, 74%). 1H NMR (CDCl3) δ 1.40 (t, 3H, J=6.0 Hz), 4.34 (q, 2H, J=7.0 Hz), 6.41 (br s, 2H (NH2)), 6.63 (m, 1H), 8.14 (d, 1H, J=7.8 Hz), 8.22 (s, 1H).

후처리

  1. temperatureto reflux for 16 h
  2. concentrationThe solution was concentrated under reduced pressure
  3. extractionextracted with CH2Cl2 (3×50 mL)
  4. dry with materialThe combined organic phases were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4cc2c5bab2ba4ae7a526bb2725f4a01a
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091217B2

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