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

HRID 716928ノート

反応式

HRID 716928 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-4db93266b9e0469082681957646160e3
出典データセット
uspto-grants-2015_11
特許番号
US09193693B2

反応ノート

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