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Dimethylformamide → 4-Amino-N-[4-(5-oxo-4,5-dihydropyrazin-2-yl)phenyl]benzamide

HRID 542453
ノート
印刷プレビュー

反応式

HRID 542453 の反応式
[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[N:18]=[CH:19][C:20](=[O:23])[NH:21][CH:22]=3)=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1)([O-])=O.C1CCCCC=1.CN(C)C=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:25]=[CH:24][C:7]([C:8]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[N:18]=[CH:19][C:20](=[O:23])[NH:21][CH:22]=3)=[CH:15][CH:16]=2)=[O:9])=[CH:6][CH:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 8079CyclohexeneHCID 138535664-Nitro-N-(4-(5-oxo-4,5-dihydropyrazin-2-yl)phenyl)benzamide

生成物 1

HCID 138535674-Amino-N-[4-(5-oxo-4,5-dihydropyrazin-2-yl)phenyl]benzamide

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol
溶媒

実験手順

5-[4-(4-Nitrobenzamido)phenyl]-2(1H)-pyrazinone (1.0 g) was added to a vigorously stirred suspension of palladium on charcoal (0.3 g, 5%) in ethanol (20 ml) followed by cyclohexene (20 ml). The reaction was heated under reflux for 24 hours, hot dimethylformamide was then added and the mixture was filtered. Evaporation of the filtrate gave a solid residue which was extracted with boiling glacial acetic acid, collected and dried to give the title compound (0.6 g, m.p. >300° C.; δ(DMSO-d6) 7.99 and 8.09 (2H, 2s, pyrazinone ring protons), 9.7 and 9.9 (2H, 2 broad s, =CH--NH--CO and --NH--CO).

後処理

  1. temperatureThe reaction was heated
  2. temperatureunder reflux for 24 hours
  3. filtrationthe mixture was filtered
  4. customEvaporation of the filtrate
  5. customgave a solid residue which
  6. extractionwas extracted with boiling glacial acetic acid
  7. customcollected
  8. customdried

出典と根拠

ORDレコード
ord-9f35e81228864ac984807d4c6b8fab52
出典データセット
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04657906

反応ノート

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