Hydrochloric Acid → HCID 14155315, compound

HRID 1031367Notes

Reaction equation

HRID 1031367 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-f276d97b6a344091b1823d336548f412
Source dataset
uspto-grants-1990_09
Patent number
US04954163

Reaction notes

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