p-Toluenesulfonic acid → Diethyl 2-ethyloxazolo[5,4-b]pyridine-5,6-dicarboxylate

HRID 54185

反応式

HRID 54185 の反応式
[NH2:1][C:2]1[C:7](=[O:8])[NH:6][C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:3]=1.C(O[C:22](OCC)(OCC)[CH2:23][CH3:24])C.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH2:23]([C:24]1[O:8][C:7]2[C:2]([N:1]=1)=[CH:3][C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:6]=2)[CH3:22]

参加物

4

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 66995Ethyl orthopropionateHCID 19958246Diethyl 5-amino-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate

生成物 1

HCID 19958240Diethyl 2-ethyloxazolo[5,4-b]pyridine-5,6-dicarboxylate収率 84.8%

実験手順

Diethyl 5-amino-1,6-dihydro-6-oxo-pyridine-2,3-dicarboxylate (7.57 g, 0.030 mol), is suspended in 60 mL triethylorthopropionate (TEOP 0.30 mol). A small amount of p-toluenesulfonic acid is added and the mixture is heated at reflux for 65 hours. The triethyorthopropionate is removed in vacuo and the resulting oil is purified by column chromatography. The tractions containing the pure desired product are combined and striped to a honey-colored oil weighing 7.38 g, yield 84.8%.

後処理

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 65 hours
  3. customThe triethyorthopropionate is removed in vacuo
  4. customthe resulting oil is purified by column chromatography
  5. additionThe tractions containing the pure desired product

出典と根拠

ORDレコード
ord-617c5dc0849b4bb4b694c4bee7c154cd
出典データセット
uspto-grants-1997_04
特許番号
US05622913

関連ノート

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