Acetic Acid → 6-Bromo-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

HRID 2406199ノート

反応式

HRID 2406199 の反応式
C[O-].[Na+].[Br:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[S:15])[N:9](C(OCC)=O)[C:8]2=[O:21].C(O)(=O)C>CO.C1COCC1>[Br:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[S:15])[NH:9][C:8]2=[O:21]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 86652648HCID 86652648、化合物

生成物 1

HCID 8408566-Bromo-2-thioxo-2,3-dihydroquinazolin-4(1H)-one収率 100%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of sodium methoxide (0.5 M, 36.1 mmol) in methanol (72 mL) was added to a solution of 3a (10.8 g, 32.8 mmol) in 150 mL of dry THF and the mixture was heated at reflux for 90 min. The mixture was allowed to reach room temperature and quenched by addition of acetic acid (2.1 mL, 36.1 mmol). The mixture was concentrated under reduced pressure and 200 mL of ethyl alcohol and 100 mL of water was added and the mixture was heated at reflux for 30 min. The slurry was cooled to rt. and filtrated to give 4 white solid (8.43 g, 100%). mp: 350° C. (decomp.),

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 90 min
  3. customto reach room temperature
  4. concentrationThe mixture was concentrated under reduced pressure and 200 mL of ethyl alcohol and 100 mL of water
  5. additionwas added
  6. temperaturethe mixture was heated
  7. temperatureat reflux for 30 min
  8. filtrationand filtrated

出典と根拠

ORDレコード
ord-a738b6ec754f4677acfbedfda58ab9dc
出典データセット
uspto-grants-2014_08
特許番号
US08809355B2

反応ノート

読み込み中…