Methanol → 3-Amino-6-chloropyridine-2-carbonitrile

HRID 840555노트

반응식

HRID 840555 반응식
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.O.[NH4+:13].[OH-].[CH3:15]O>Cl.[Fe]>[NH2:8][C:7]1[C:2]([C:15]#[N:13])=[N:3][C:4]([Cl:11])=[CH:5][CH:6]=1

참가 물질

7

반응물 4

HCID 887MethanolHCID 962WaterHCID 14923Ammonium HydroxideHCID 852392,6-Dichloro-3-nitropyridine

생성물 1

HCID 5927503-Amino-6-chloropyridine-2-carbonitrile수율 58%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 313Hydrochloric Acid용매

실험 절차

To a solution of 2,6-dichloro-3-nitropyridine(4.8 g, 26.15 mmol) in MeOH (60 mL) and concentrated HCl (25 mL) was slowly added iron powder (5.12 g, 91.53 mmol). After the completion of addition, the mixture was refluxed for 45 minutes and poured into 700 mL of H2O. Filtration of the resulting slurry gave a dull yellow solid. The filtrate was made basic with concentrated NH4OH, the resulting slurry was filtered and both the solid and the filtrates were extracted with ether. The combined extracts were dried (MgSO4) and evaporated to give the title compound as a creamy solid (2.8 g, 58%): mp 162-165° C. which was used in next step without further purification.

후처리

  1. additionAfter the completion of addition
  2. temperaturethe mixture was refluxed for 45 minutes
  3. filtrationFiltration of the resulting slurry
  4. customgave a dull yellow solid
  5. filtrationthe resulting slurry was filtered
  6. extractionboth the solid and the filtrates were extracted with ether
  7. dry with materialThe combined extracts were dried (MgSO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-b82a7451678c4aafbcb2919fb99d6565
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369056B1

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