Methanol → Methyl 2-hydroxy-5-nitronicotinate

HRID 347566노트

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HRID 347566 반응식
[OH:1][C:2]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(Cl)(Cl)=O.[CH3:18]O>>[N+:11]([C:8]1[CH:7]=[C:3]([C:4]([O:6][CH3:18])=[O:5])[C:2](=[O:1])[NH:10][CH:9]=1)([O-:13])=[O:12]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178524577HCID 178524577, 화합물

생성물 1

HCID 7204882Methyl 2-hydroxy-5-nitronicotinate수율 99%

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온도
0 °C

실험 절차

To a solution of 2-hydroxy-5-nitronicotinic acid (0.80 g, 4.35 mmol, Combi-Blocks) in methanol (10 mL) at 0° C. was added thionyl chloride (1 mL) dropwise. The mixture was stirred at 0° C. for 1 h, then at 60° C. for 2 h. The excess methanol was removed under reduced pressure and the residue was neutralized with aqueous sodium bicarbonate solution. The solid was collected, washed with water and dried to afford the title compound (0.85 g, 99%). 1H NMR (DMSO-d6) δ 8.44 (s, 1H), 8.34 (s, 1H), 3.67 (s, 3H); MS(ESI+) m/z 199 (M+H)+.

후처리

  1. waitat 60° C. for 2 h
  2. customThe excess methanol was removed under reduced pressure
  3. customThe solid was collected
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-281336b64d834499a705e3fa855701c0
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173031B2

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