Ammonia → HCID 86630669, compound

HRID 1915558Notes

Reaction equation

HRID 1915558 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6](Cl)[N:5]2[N:15]=[C:16]([CH:18]([CH3:20])[CH3:19])[N:17]=[C:4]2[N:3]=1.N>ClCCl.[Cl-].[Na+].O.[Zn]>[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][N:5]2[N:15]=[C:16]([CH:18]([CH3:20])[CH3:19])[N:17]=[C:4]2[N:3]=1

Participants

6

Reactant 2

HCID 222AmmoniaHCID 86630670HCID 86630670, compound

Product 1

HCID 86630669HCID 86630669, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 6344DichloromethaneSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

6.00 g 5,7-dichloro-2-isopropyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine is dissolved in 360 ml dichloromethane. 360 ml brine, 120 ml ammonia solution 25% w/w and 6.00 g zinc powder are added and the mixture is stirred at room temperature for 3 h. The reaction mixture is filtrated over kieselgur and is washed with dichloromethane and water. The organic phase is separated and the water phase is extracted with dichloromethane. The combined dichloromethane phase is dried over Na2SO4 and evaporated. The crude product contains 5,7-dichloro-2-isopropyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine. The crude product is dissolved again in dichloromethane. 360 ml brine, 120 ml ammonia solution 25% w/w and 6.00 g zinc powder are added and the mixture is stirred at room temperature for 2 h. The reaction mixture is filtrated over kieselgur and washed with dichloromethane and water. The organic phase is separated and the water phase is extracted with dichloromethane. The combined organic layers are dried over sodium sulphate and the solvent is evaporated. The product is used without further purification.

Workup

  1. filtrationThe reaction mixture is filtrated over kieselgur
  2. washis washed with dichloromethane and water
  3. customThe organic phase is separated
  4. extractionthe water phase is extracted with dichloromethane
  5. dry with materialThe combined dichloromethane phase is dried over Na2SO4
  6. customevaporated
  7. dissolutionThe crude product is dissolved again in dichloromethane
  8. addition360 ml brine, 120 ml ammonia solution 25% w/w and 6.00 g zinc powder are added
  9. stirringthe mixture is stirred at room temperature for 2 h
  10. filtrationThe reaction mixture is filtrated over kieselgur
  11. washwashed with dichloromethane and water
  12. customThe organic phase is separated
  13. extractionthe water phase is extracted with dichloromethane
  14. dry with materialThe combined organic layers are dried over sodium sulphate
  15. customthe solvent is evaporated
  16. customThe product is used without further purification

Sources & evidence

ORD record
ord-41c349329f15483a853ec5c8e784be1e
Source dataset
uspto-grants-2013_12
Patent number
US08614218B2

Reaction notes

Loading…