Methanol → Methyl 2-hydroxy-5-nitronicotinate

HRID 2117170ノート

反応式

HRID 2117170 の反応式
[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]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178524577HCID 178524577、化合物

生成物 1

HCID 7204882Methyl 2-hydroxy-5-nitronicotinate収率 99%

反応条件

温度
0 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-25f8f7c4238a4d0b922ed4d2f959a8a1
出典データセット
uspto-grants-2008_10
特許番号
US07439246B2

反応ノート

読み込み中…