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

HRID 1434637

반응식

HRID 1434637 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 15142942-Chloro-5-iodo-3-nitropyridine수율 36%

시약·촉매·용매 1

HCID 62652Cuprous chloride촉매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-9c8d146798a34822a21c69430887e465
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07615567B2

연결된 노트

불러오는 중…