2-Bromoaniline → HCID 18350678、化合物

HRID 1737257

反応式

HRID 1737257 の反応式
[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[C:9]([NH:12][C:13]1[CH:17]=[CH:16][S:15][C:14]=1[C:18](O)=[O:19])(=O)[CH3:10].P(Cl)(Cl)Cl>N1C=CC=CC=1>[CH3:10][C:9]1[N:4]([C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[Br:1])[C:18](=[O:19])[C:14]2[S:15][CH:16]=[CH:17][C:13]=2[N:12]=1

参加物

5

反応物 3

HCID 119922-BromoanilineHCID 24387Phosphorus trichlorideHCID 28075793-Acetamidothiophene-2-carboxylic acid

生成物 1

HCID 18350678HCID 18350678、化合物収率 47%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
105 °C

実験手順

To a mixture of pyridine (6 mL), 2-bromoaniline (1.03 g, 6 mmol), and 3-acetamidothiophene-2-carboxylic acid (0.555 g, 3 mmol) was added phosphorus trichloride (0.03 mL, 3.45 mmol). The reaction was heated to 105° C. for 4 hours, cooled to ambient temperature and partitioned between chloroform and water (an insoluble precipitate was removed by filtration). Phases were separated and the aqueous layer was extracted with chloroform. The combined organic phase was washed with water and brine, dried over magnesium sulfate and concentrated to a dull yellow film. This residue was flash chromatographed on silica gel (30×125 mm) eluting with 15-25% ethyl acetate/hexane to afford 0.411 g (47%) of 2-methyl-3-(2-bromophenyl)-3H-thieno[3,2-d]pyrimidin-4-one as a yellow foam.

後処理

  1. temperaturecooled to ambient temperature
  2. custompartitioned between chloroform and water (an insoluble precipitate
  3. customwas removed by filtration)
  4. customPhases were separated
  5. extractionthe aqueous layer was extracted with chloroform
  6. washThe combined organic phase was washed with water and brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated to a dull yellow film
  9. customchromatographed on silica gel (30×125 mm)
  10. washeluting with 15-25% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-8b0145d477cd4b0a9aa4447538ad2cc6
出典データセット
uspto-grants-1999_10
特許番号
US05962457

関連ノート

読み込み中…