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

HRID 1619293ノート

反応式

HRID 1619293 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 585745147-Bromo-3-methyl-3,4-dihydroquinazolin-4-one収率 51%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-4995976578c748af8416eee18ba5dcff
出典データセット
uspto-grants-2014_07
特許番号
US08772301B2

反応ノート

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