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

HRID 840555ノート

反応式

HRID 840555 の反応式
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

参加物

7

反応物 4

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

生成物 1

HCID 5927503-Amino-6-chloropyridine-2-carbonitrile収率 58%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 313Hydrochloric Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b82a7451678c4aafbcb2919fb99d6565
出典データセット
uspto-grants-2002_04
特許番号
US06369056B1

反応ノート

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