반응 #55231

ord-62ae3b709edc47be93928bfc87b52c2a

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도cooling slightly
  2. 2
    workup.STIRRINGAfter the reaction mixture had been stirred for a further hour at 40° C.
  3. 3
    workup.ADDITIONit was added dropwise in the course of 30-60 minutes at 60°-80° C.
  4. 4
    온도the mixture was heated
  5. 5
    온도under reflux for 4-6 hours
  6. 6
    기타being absorbed in water
  7. 7
    온도After cooling to 60°-70° C.
  8. 8
    온도to cool (hydrogen sulfide being
  9. 9
    기타being absorbed in sodium hydroxide solution) and elementary sulfur, which
  10. 10
    기타had precipitated at the same time
  11. 11
    여과was filtered off
  12. 12
    기타the mixture was reacted at pH 1 and 50°-80° C.

실험 절차

154.5 g (1.5 moles) of sulfur dichloride were initially introduced into a stirred flask and 100 g (1.0 mole) of pinacolone were added dropwise in the course of 2 hours at 20°-40° C., whilst stirring and cooling slightly, HCl being released via the reflux condenser. After the reaction mixture had been stirred for a further hour at 40° C., it was added dropwise in the course of 30-60 minutes at 60°-80° C., whilst cooling, to 220 ml of a 40.5% strength solution of 2 moles of dimethylamine in water. A solution of 140 g (3.5 moles) of NaCH in 300 ml of water was then added and the mixture was heated under reflux for 4-6 hours, dimethylamine being released as a gas via the reflux condenser and being absorbed in water. After cooling to 60°-70° C., the pH of the mixture was adjusted to 3.0 with hydrochloric acid, whilst continuing to cool (hydrogen sulfide being released as a gas and being absorbed in sodium hydroxide solution) and elementary sulfur, which had precipitated at the same time, was filtered off. 106 g (1.0 mole) of thiocarbohydrazide were added to the clear filtrate and the mixture was reacted at pH 1 and 50°-80° C. to give 6-tert.-butyl-3-mercapto-4-amino-1,2,4-triazin-5-(4H)-one. This was very sparingly soluble in the reaction mixture and could be isolated easily by filtering off.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04151355uspto-grants-1979_04