Ammonia → 4-Chloro-5-nitroisoquinoline

HRID 10549

반응식

HRID 10549 반응식
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][CH:3]=1.[N+:12]([O-])([O-:14])=[O:13].[K+].N>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[N+:12]([O-:14])=[O:13])[CH:5]=[N:4][CH:3]=1

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 24434Potassium NitrateHCID 6409744-Chloroisoquinoline

생성물 1

HCID 219799674-Chloro-5-nitroisoquinoline수율 69.4%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

Intermediate 88 (375 mg) was dissolved in concentrated sulfuric acid (2 ml), then added with potassium nitrate (260 mg) with ice cooling and stirred for 2 hours. The reaction mixture was added with 28% aqueous ammonia (10 ml) and extracted twice with ethyl acetate (15 ml for each time). The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to obtain the title compound (332 mg).

후처리

  1. extractionextracted twice with ethyl acetate (15 ml for each time)
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-d8ae3de07dce41eb80afac012049edb2
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094789B2

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