Water → HCID 178441846、化合物

HRID 486023ノート

反応式

HRID 486023 の反応式
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:16]#[CH:17])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].O.S(=O)(=O)(O)[OH:20]>C(O)(=O)C>[C:16]([C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[NH:6][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:14][C:13]2=[O:15])(=[O:20])[CH3:17]

参加物

5

反応物 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 178435591HCID 178435591、化合物

生成物 1

HCID 178441846HCID 178441846、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of 1.20 g of 2-butyl-6-ethynyl-4(1H)-quinazolinone in 90 ml of acetic acid is added 0.45 g of mercuric sulfate, 0.9 ml of water and 0.3 ml of sulfuric acid. The reaction mixture is heated at reflux for 5 hours, cooled to room temperature and quenched with 150 ml of water. The resulting mixture is concentrated in vacuo, diluted with 150 ml of water and extracted with 6:1 chloroform-methanol. The combined organics are dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel, eluting with 1:1 ethyl acetate-hexanes to give 0.67 g of the desired product as a white solid. CI MASS SPEC 245(MH+).

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 5 hours
  3. customquenched with 150 ml of water
  4. concentrationThe resulting mixture is concentrated in vacuo
  5. additiondiluted with 150 ml of water
  6. extractionextracted with 6:1 chloroform-methanol
  7. dry with materialThe combined organics are dried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customThe residue is purified by flash chromatography on silica gel
  11. washeluting with 1:1 ethyl acetate-hexanes

出典と根拠

ORDレコード
ord-9316346c9ecb402a93b2fc346d512bdf
出典データセット
uspto-grants-1994_03
特許番号
US05290780

反応ノート

読み込み中…