Acetic Acid → 5-Methyl-2-methylsulfanyl-7-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine

HRID 653570노트

반응식

HRID 653570 반응식
C(O)(=O)C.[NH2:5][C:6]1[N:10]=[C:9]([S:11][CH3:12])[NH:8][N:7]=1.[C:13]([CH2:21][C:22](=O)[CH3:23])(=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(Cl)CCC>[CH3:23][C:22]1[CH:21]=[C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:7]2[N:8]=[C:9]([S:11][CH3:12])[N:10]=[C:6]2[N:5]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 7166BenzoylacetoneHCID 178503514HCID 178503514, 화합물

생성물 1

HCID 12558015-Methyl-2-methylsulfanyl-7-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine수율 27.2%

시약·촉매·용매 1

HCID 8005Butyl Chloride용매

실험 절차

To 50 ml of stirring glacial acetic acid, 2.5 g (19.2 mmol) of 3-amino-5-methylthio-1,2,4-triazole and 3.1 g (19.1 mmol) of benzoylacetone was added followed by heating at reflux for 2 h. The solvent was evaporated in vacuo and excess water added to the residue followed by extraction with 200 ml of ethyl acetate. The extract was washed with water, saturated sodium bicarbonate, brine, dried over magnesium sulfate and evaporated in vacuo to give an oil. Addition of n-butyl chloride resulted in crystallization of a solid which was filtered and washed with n-butyl chloride to give 1.33 g of the pure title compound, m.p. 121°-123° C.

후처리

  1. temperatureby heating
  2. temperatureat reflux for 2 h
  3. customThe solvent was evaporated in vacuo and excess water
  4. additionadded to the residue
  5. extractionfollowed by extraction with 200 ml of ethyl acetate
  6. washThe extract was washed with water, saturated sodium bicarbonate, brine
  7. dry with materialdried over magnesium sulfate
  8. customevaporated in vacuo
  9. customto give an oil
  10. customresulted in crystallization of a solid which
  11. filtrationwas filtered
  12. washwashed with n-butyl chloride

출처 및 근거

ORD 기록
ord-e376680b4efa41c9b2eae7a05bfd0d1b
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05127936

반응 노트

불러오는 중…