Propargylamine → 1-Propargylguanidine sulfate

HRID 26027

반응식

HRID 26027 반응식
[S:1]([O-:5])([O-:4])(=[O:3])=[O:2].CS[C:8]([NH2:10])=[NH2+:9].CSC(N)=[NH2+].[CH2:16]([NH2:19])[C:17]#[CH:18]>O>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[CH2:16]([NH:19][C:8]([NH2:10])=[NH:9])[C:17]#[CH:18]

참가 물질

4

반응물 2

HCID 239041PropargylamineHCID 6604939S-methyl isothiourea hemisulfate

생성물 1

HCID 1784576101-Propargylguanidine sulfate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a vigorously stirred suspension of 50.11 g. (0.18 moles) of S-methylthiouronium sulfate in 100 ml. of water is added 20 g. (0.36 moles) of propargyl amine under a blanket of nitrogen. The reaction mixture is stirred at room temperature for 4 hours and then warmed slowly to reflux and refluxed for 2 hours. The heat is removed and the reaction mixture allowed to stir at room temperature for 2 days. The mixture is then heated to reflux, filtered and then evaporated to near dryness. The residual oil is triturated in isopropanol and the solid which separates is filtered and dried. This material is then resuspended in 1 l. of boiling methanol and water added dropwise until all of the solid dissolves. The solution is then cooled in an ice bath and the solid which separates is filtered, washed with methanol and dried to give 1-propargylguanidine sulfate (m.p. 200°-201° C.).

후처리

  1. additionTo a vigorously stirred suspension of 50.11 g
  2. temperaturewarmed slowly
  3. temperatureto reflux
  4. temperaturerefluxed for 2 hours
  5. customThe heat is removed
  6. stirringto stir at room temperature for 2 days
  7. temperatureThe mixture is then heated
  8. temperatureto reflux
  9. filtrationfiltered
  10. customevaporated
  11. customThe residual oil is triturated in isopropanol
  12. filtrationthe solid which separates is filtered
  13. customdried
  14. additionof boiling methanol and water added dropwise until all of the solid
  15. dissolutiondissolves
  16. temperatureThe solution is then cooled in an ice bath
  17. filtrationthe solid which separates is filtered
  18. washwashed with methanol
  19. customdried

출처 및 근거

ORD 기록
ord-19bd393981584b08bb022aeb06db07f5
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04147804

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