Sarcosine → 4-Methyl-3,4-dihydroquinoxalin-2(1H)-one

HRID 2291268노트

반응식

HRID 2291268 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[NH:11]([CH2:13][C:14](O)=[O:15])[CH3:12].C(N(CC)CC)C>CS(C)=O>[CH3:12][N:11]1[C:2]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[NH:8][C:14](=[O:15])[CH2:13]1

참가 물질

5

반응물 3

HCID 1088SarcosineHCID 8471TriethylamineHCID 738951-Fluoro-2-nitrobenzene

생성물 1

HCID 129386634-Methyl-3,4-dihydroquinoxalin-2(1H)-one

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

5.2 g of o-fluoro-nitrobenzene, 3.2 g of sarcosine and 5.2 ml triethylamine was stirred in 25 ml DMSO at 70° C. for 4 days. The mixture was then evaporated in vacuo and the residue was partitioned between water and methylene chloride. The organic phase was evaporated in vacuo. The residue was dissolved in 100 ml 96% ethanol and was hydrogenated at normal pressure using 0.5 g Pd/C. After completion of hydrogen uptake, the mixture was filtered and evaporated in vacuo. The residue was washed with water with disodium carbonate, ether and water. yield of title compound: 1.3 g M.p. 132° C.

후처리

  1. customThe mixture was then evaporated in vacuo
  2. customthe residue was partitioned between water and methylene chloride
  3. customThe organic phase was evaporated in vacuo
  4. dissolutionThe residue was dissolved in 100 ml 96% ethanol
  5. filtrationAfter completion of hydrogen uptake, the mixture was filtered
  6. customevaporated in vacuo
  7. washThe residue was washed with water with disodium carbonate, ether and water

출처 및 근거

ORD 기록
ord-9faa5046e7b1423ea139409d72bd8a2f
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04795749

반응 노트

불러오는 중…