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

HRID 653570ノート

反応式

HRID 653570 の反応式
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

参加物

5

反応物 3

HCID 176Acetic AcidHCID 7166BenzoylacetoneHCID 178503514HCID 178503514、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8005Butyl Chloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e376680b4efa41c9b2eae7a05bfd0d1b
出典データセット
uspto-grants-1992_07
特許番号
US05127936

反応ノート

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