Hydrochloric Acid → HCID 14155315, compound

HRID 649468Notes

Reaction equation

HRID 649468 reaction equation
FC(F)(F)CO[C:5]1[CH:10]=[CH:9][N:8]2[N:11]=[C:12]([S:14]([NH:17][C:18]3[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:25])(=[O:16])=[O:15])[N:13]=[C:7]2[N:6]=1.[CH3:28][NH:29][CH3:30].Cl>O>[CH3:28][N:29]([CH3:30])[C:5]1[CH:10]=[CH:9][N:8]2[N:11]=[C:12]([S:14]([NH:17][C:18]3[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:25])(=[O:16])=[O:15])[N:13]=[C:7]2[N:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 14155312HCID 14155312, compound

Product 1

HCID 14155315HCID 14155315, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting 5-(2,2,2-trifluoroethoxy)-N-(2,6-dichlorophenyl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamide (1.5 g, 3.4 mmol) was dissolved in 5 ml (44 mmol) of 50% aqueous dimethylamine. After stirring for 48 hours at room temperature the solution was diluted with water and acidified with 6N aqueous HCl. The solid which separated was collected by filtration and treated with 0.5N aqueous NaOH and filtered to remove insoluble material. The filtrate was acidified to precipitate a solid. The solid was collected and dried to yield 1.0 g (60%) of the desired product as a solid, mp >310° C. IR and 1H NMR spectra were in agreement with the assigned structure.

Workup

  1. customThe solid which separated
  2. filtrationwas collected by filtration
  3. additiontreated with 0.5N aqueous NaOH
  4. filtrationfiltered
  5. customto remove insoluble material
  6. customto precipitate a solid
  7. customThe solid was collected
  8. customdried

Sources & evidence

ORD record
ord-8ce0ab2cbd524a929b806bd53203cf42
Source dataset
uspto-grants-1988_04
Patent number
US04740233

Reaction notes

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