Ethanol → Ethyl 2,1,3-benzoxadiazole-5-carboxylate

HRID 1258315ノート

反応式

HRID 1258315 の反応式
[N:1]1[O:2][N:3]=[C:4]2[CH:9]=[C:8]([C:10]#N)[CH:7]=[CH:6][C:5]=12.[OH:12]S(O)(=O)=O.[CH3:17][CH2:18][OH:19]>>[N:1]1[O:2][N:3]=[C:4]2[CH:9]=[C:8]([C:10]([O:19][CH2:18][CH3:17])=[O:12])[CH:7]=[CH:6][C:5]=12

参加物

4

反応物 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 27354522,1,3-Benzoxadiazole-5-carbonitrile

生成物 1

HCID 2736368Ethyl 2,1,3-benzoxadiazole-5-carboxylate収率 75%

実験手順

To a solution of benzo[c][1,2,5]oxadiazole-5-carbonitrile (700 mg, 1.33 mol) in EtOH (100 mL) was added H2SO4 (20 mL) and the reaction mixture was refluxed for 14 h. The reaction was concentrated in vacuo and the residue was diluted with water (50 mL), and extracted with DCM (2×100 mL). The combined organic layers were dried over magnesium sulfate, filtered, and then concentrated in vacuo to afford ethyl benzo[c][1,2,5]oxadiazole-5-carboxylate (0.7 g, 75%) as a yellow, sticky solid.

後処理

  1. temperaturethe reaction mixture was refluxed for 14 h
  2. concentrationThe reaction was concentrated in vacuo
  3. additionthe residue was diluted with water (50 mL)
  4. extractionextracted with DCM (2×100 mL)
  5. dry with materialThe combined organic layers were dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ee07ba6d49ea4b1ea04ecb762b4b34f2
出典データセット
uspto-grants-2013_06
特許番号
US08466148B2

反応ノート

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