Ammonia → HCID 86630685, compound

HRID 1851209Notes

Reaction equation

HRID 1851209 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]([CH2:18][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]([CH2:18][CH3:19])[N:17]=[C:4]2[N:3]=1

Participants

6

Reactant 2

HCID 222AmmoniaHCID 86630686HCID 86630686, compound

Product 1

HCID 86630685HCID 86630685, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 6344DichloromethaneSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

6.00 g 5,7-dichloro-2-ethyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine was dissolved in 180 mL dichloromethane. 180 mL saturated brine, 120 mL ammonia solution 25% w/w and 6.00 g zinc powder were added and the mixture was stirred at room temperature for 3 h. The reaction mixture was filtered through Celite and was washed with dichloromethane and water. The organic phase was separated and the water phase was extracted with dichloromethane. The combined organic layers were dried over Na2SO4 and the solvent was evaporated. The residue contained 2-ethyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine. This mixture was used without further purification for the next reaction.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. washwas washed with dichloromethane and water
  3. customThe organic phase was separated
  4. extractionthe water phase was extracted with dichloromethane
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. customthe solvent was evaporated
  7. customThis mixture was used without further purification for the next reaction

Sources & evidence

ORD record
ord-d8d66c4c0ffb439cad2c8d54b5e14af8
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

Loading…