Diethyl Oxalate → Ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate

HRID 1405491ノート

反応式

HRID 1405491 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH2:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:14](OCC)(=[O:20])[C:15](OCC)=[O:16]>>[O:16]=[C:15]1[C:14](=[O:20])[NH:1][C:2]2[C:12](=[CH:11][CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:3]=2)[NH:13]1

参加物

3

反応物 2

HCID 7268Diethyl OxalateHCID 458855Ethyl 3,4-Diaminobenzoate

生成物 1

HCID 67042124Ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate

反応条件

温度
140 °C

実験手順

Into a 250-mL round-bottom flask, was placed a solution of ethyl 3,4-diaminobenzoate (5 g, 27.75 mmol, 1.00 equiv) in diethyl oxalate (100 mL). The resulting solution was stirred overnight at 140° C. in an oil bath. Then the resulting solution was cooled to room temperature. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 3.5 g (54%) of ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate as a brown solid.

後処理

  1. customInto a 250-mL round-bottom flask, was placed
  2. temperatureThen the resulting solution was cooled to room temperature
  3. filtrationThe solids were collected by filtration
  4. customThe solid was dried in an oven under reduced pressure
  5. customThis resulted in 3.5 g (54%) of ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate as a brown solid

出典と根拠

ORDレコード
ord-100a6f63f2a349aea71a91bfad8a52a7
出典データセット
uspto-grants-2014_12
特許番号
US08916560B2

反応ノート

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