Hydrochloric Acid → HCID 14155315, compound

HRID 619942Notes

Reaction equation

HRID 619942 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 temperture the solution was diluted with water and acidified with 6N aqeuous 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-1e6ac24dd0d74b5599765352502776a9
Source dataset
uspto-grants-1989_04
Patent number
US04818273

Reaction notes

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