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Sulfuric Acid → 6,7-Dimethoxyisoquinolin-3-amine

HRID 1876026
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HRID 1876026 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH2:6][NH:7][C:8](=[NH:16])[CH:9](OCC)OCC.S(=O)(=O)(O)O.[OH-].[Na+]>>[CH3:21][O:20][C:19]1[CH:18]=[C:17]2[C:5](=[CH:4][C:3]=1[O:2][CH3:1])[CH:6]=[N:7][C:8]([NH2:16])=[CH:9]2
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참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 178471678HCID 178471678, 화합물

생성물 1

HCID 233211636,7-Dimethoxyisoquinolin-3-amine

실험 절차

To N-(3,4-dimethoxybenzyl)-2,2-diethoxyacetimidamide (541 mg, 1.825 mmol) was added sulfuric acid (0.95 mL, 1.825 mmol) was added. After cooling, the reaction was allowed to stand at ambient temperature overnight. It was added dropwise to ice, then the resulting solution was neutralized with conc. NaOH, and the aqueous phase was twice extracted with ethyl acetate. The combined ethyl acetate fractions were dried over magnesium sulfate. The drying agent was filtered off and the solvent evaporated. The residue was purified by column chromatography in 5% methanol/ethyl acetate, collecting the main component. Yield 105.7 mg brown solid (28%).

후처리

  1. additionwas added
  2. temperatureAfter cooling
  3. additionIt was added dropwise to ice
  4. extractionthe aqueous phase was twice extracted with ethyl acetate
  5. dry with materialThe combined ethyl acetate fractions were dried over magnesium sulfate
  6. filtrationThe drying agent was filtered off
  7. customthe solvent evaporated
  8. customThe residue was purified by column chromatography in 5% methanol/ethyl acetate
  9. customcollecting the main component

출처 및 근거

ORD 기록
ord-a4913968c26f45ddbb3ed2629a6b6cf2
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08309577B2

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