N-Methylformamide → 7-Bromo-3-methyl-3,4-dihydroquinazolin-4-one

HRID 1619293노트

반응식

HRID 1619293 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([N+:11]([O-])=O)[CH:3]=1.[CH3:14][NH:15][CH:16]=O>O>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([C:6](=[O:7])[N:15]([CH3:16])[CH:14]=[N:11]2)=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 31254N-MethylformamideHCID 37744674-Bromo-2-nitrobenzoic acid

생성물 1

HCID 585745147-Bromo-3-methyl-3,4-dihydroquinazolin-4-one수율 51%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 4-bromo-2-nitrobenzoic acid (1 g, 4.1 mmol) and InCl3 (0.88 g, 4 mmol) in N-methylformamide (6 mL, 100 mmol) was stirred at reflux overnight (ca. 18 h). After it was cooled to room temperature, the mixture was diluted with H2O (30 mL) and extracted with ethyl acetate (3×30 mL). The combined organic layers were washed with brine, and dried over Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give the desired product (0.5 g). MS (ESI): 239 (MH+).

후처리

  1. temperatureat reflux overnight (ca. 18 h)
  2. extractionextracted with ethyl acetate (3×30 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationAfter filtration and concentration
  6. customthe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-4995976578c748af8416eee18ba5dcff
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772301B2

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