Water → HCID 178441846, 화합물

HRID 486023노트

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HRID 486023 반응식
[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]

참가 물질

5

반응물 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 178435591HCID 178435591, 화합물

생성물 1

HCID 178441846HCID 178441846, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-9316346c9ecb402a93b2fc346d512bdf
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05290780

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