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Hydrochloric Acid → 5-chloro-2-(4-nitrophenyl)-1H-Imidazole-4-carboxaldehyde

HRID 896943
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HRID 896943 반응식
[ClH:1].[N+:2]([C:5]1[CH:18]=[CH:17][C:8]([CH:9]=[N:10][C:11](=[C:14](Cl)Cl)[C:12]#[N:13])=[CH:7][CH:6]=1)([O-:4])=[O:3].[O:19]1CCOCC1>>[Cl:1][C:12]1[N:13]=[C:9]([C:8]2[CH:17]=[CH:18][C:5]([N+:2]([O-:4])=[O:3])=[CH:6][CH:7]=2)[NH:10][C:11]=1[CH:14]=[O:19]
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참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 122907202-(4-Nitrobenzylidene)amino-3,3-dichloropropenonitrile

생성물 1

HCID 1785200115-chloro-2-(4-nitrophenyl)-1H-Imidazole-4-carboxaldehyde

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온도
50 °C

실험 절차

HCl gas was bubbled through a solution of 2-(4-nitrobenzylidene)amino-3,3-dichloro-propenonitrile (40.0 g, 0.148 mole) in dioxane (500 ml) at room temperature. The mixture was stirred for 23 hours at 50° C. HCl gas was bubbled through followed by stirring for 24 hours at 50° C. The mixture was stirred for 8 more days at 50° C. with addition of HCl-gas every 24 hours, followed by stirring at 50° C. for 4 more days. More HCl-gas was added and stirred for 3 more days at 50° C. The solution was cooled to 0° C. and filtered. The residue was mixed with ethanol (96%, 200 ml) and the title compound, Compound 6, was isolated by filration. Yield: 23.1 g (62%). NMR confirmed the structure of the title compound.

후처리

  1. customHCl gas was bubbled
  2. stirringby stirring for 24 hours at 50° C
  3. stirringThe mixture was stirred for 8 more days at 50° C. with addition of HCl-gas every 24 hours
  4. stirringby stirring at 50° C. for 4 more days
  5. additionMore HCl-gas was added
  6. stirringstirred for 3 more days at 50° C
  7. temperatureThe solution was cooled to 0° C.
  8. filtrationfiltered
  9. additionThe residue was mixed with ethanol (96%, 200 ml)

출처 및 근거

ORD 기록
ord-9a7f27b5f9724f7888ad974601a78a9b
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06921525B2

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