Sodium Hydroxide → (E)-7((5-Methyl-1H-imidazol-4-yl)methylene)-6,7-dihydroquinolin-8(5H)-one

HRID 252081노트

반응식

HRID 252081 반응식
[N:1]1[C:10]2[C:9](=[O:11])[CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:12][C:13]1[NH:17][CH:16]=[N:15][C:14]=1[CH:18]=O.[OH-].[Na+]>S(=O)(=O)(O)O>[CH3:12][C:13]1[NH:17][CH:16]=[N:15][C:14]=1/[CH:18]=[C:8]1\[CH2:7][CH2:6][C:5]2[CH:4]=[CH:3][CH:2]=[N:1][C:10]=2[C:9]\1=[O:11]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 27958875-Methyl-1H-imidazole-4-carbaldehydeHCID 117447776,7-Dihydro-5H-quinoline-8-one

생성물 1

HCID 59316636(E)-7((5-Methyl-1H-imidazol-4-yl)methylene)-6,7-dihydroquinolin-8(5H)-one수율 86%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

A solution of (3) (0.990 g, 6.73 mmol) and 5-methyl-1H-imidazole-4-carbaldehyde (0.890 g, 8.05 mmol) in 40% sulfuric acid (10 mL) was heated at 110° C. for 16 h. The reaction was cooled to rt. Crushed ice was added and the mixture was stirred vigorously, while NaOH(s) was added carefully. At pH ˜6 the product precipitated from solution. The mixture was stirred for 30 m at room temperature, and filtered to isolate (E)-7-((5-Methyl-1H-imidazol-4-yl)methylene)-6,7-dihydroquinolin-8(5H)-one (4) as a yellow solid, 1.39 gram (5.81 mmol, 86% yield).

후처리

  1. additionCrushed ice was added
  2. additionwas added carefully
  3. customAt pH ˜6 the product precipitated from solution
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-8f2649347f554303b68d9c6417248c66
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868020B2

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