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

HRID 542453
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HRID 542453 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol
용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9f35e81228864ac984807d4c6b8fab52
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04657906

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