Hydrochloric Acid → 2-Chloro-5-iodo-3-nitropyridine

HRID 1434637

反応式

HRID 1434637 の反応式
[I:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](N)=[N:6][CH:7]=1.N([O-])=O.[Na+].[NH4+].[OH-].[ClH:18]>Cl[Cu]>[I:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([Cl:18])=[N:6][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 33844682-Amino-5-iodo-3-nitropyridineHCID 23668193Sodium Nitrite

生成物 1

HCID 15142942-Chloro-5-iodo-3-nitropyridine収率 36%

試薬・触媒・溶媒 1

HCID 62652Cuprous chloride触媒

実験手順

5-iodo-3-nitro-2-aminopyridine (2.511 g, 9.48 mmol) and concentrated HCl (20 mL) were stirred at room temperature for ten minutes. Sodium nitrite (13 g, 188 mmol) was then slowly added followed by CuCl (1.0 g, 10 mmol). Stirring continued overnight. The mixture was poured into 1:1 NH4OH:H2O, extracted with ethyl acetate, dried over sodium sulfate, then concentrated. The crude residue was purified by flash chromatography using 9:1 hexane:ethyl acetate to yield 5-iodo-3-nitro-2-chloropyridine (984 mg, 36%) as a colorless solid.

後処理

  1. extractionH2O, extracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customThe crude residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-9c8d146798a34822a21c69430887e465
出典データセット
uspto-grants-2009_11
特許番号
US07615567B2

関連ノート

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