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

HRID 1405491노트

반응식

HRID 1405491 반응식
[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

참가 물질

3

반응물 2

HCID 7268Diethyl OxalateHCID 458855Ethyl 3,4-Diaminobenzoate

생성물 1

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

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온도
140 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-100a6f63f2a349aea71a91bfad8a52a7
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08916560B2

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