Methanol → 6-Butyl-4-methoxycarbonyl-2-oxo-1,2-dihydropyridine

HRID 1656318ノート

反応式

HRID 1656318 の反応式
S(Cl)(Cl)=O.[CH2:5]([C:9]1[NH:10][C:11](=[O:18])[CH:12]=[C:13]([CH:17]=1)[C:14]([OH:16])=[O:15])[CH2:6][CH2:7][CH3:8].[CH3:19]O>>[CH2:5]([C:9]1[NH:10][C:11](=[O:18])[CH:12]=[C:13]([C:14]([O:16][CH3:19])=[O:15])[CH:17]=1)[CH2:6][CH2:7][CH3:8]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 540903426-Butyl-2-oxo-1,2-dihydro-isonicotinic acid

生成物 1

HCID 152251016-Butyl-4-methoxycarbonyl-2-oxo-1,2-dihydropyridine

実験手順

12.5 ml (0.17 mol) of thionyl chloride are added dropwise with ice-cooling to a suspension of 29.25 g (0.15 mol) of 6-butyl-2-oxo-1,2-dihydro-isonicotinic acid in 200 ml of methanol and the mixture is stirred overnight at room temperature. It is concentrated to dryness and the residue is chromatographed on 450 g of silica gel (230-400 mesh) using dichloromethane dichloromethane/methanol 10:1. 29.6 g (94%) of colourless crystals of melting point 106° C. crystallised from dichloromethane, ether and petroleum ether.

後処理

  1. concentrationIt is concentrated to dryness
  2. customthe residue is chromatographed on 450 g of silica gel (230-400 mesh)
  3. custom29.6 g (94%) of colourless crystals of melting point 106° C. crystallised from dichloromethane, ether and petroleum ether

出典と根拠

ORDレコード
ord-b710d88b7adc4f129e3504703266da42
出典データセット
uspto-grants-1993_10
特許番号
US05254543

反応ノート

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