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

HRID 623189ノート

反応式

HRID 623189 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-841ed395d116492ebcf5483b358d251f
出典データセット
uspto-grants-1988_09
特許番号
US04774245

反応ノート

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