Water → HCID 13772913, compound

HRID 1906299Notes

Reaction equation

HRID 1906299 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])(=[O:10])=[O:9])[N:3]=1.[F:18][C:19]([F:27])([F:26])[C:20](=O)[CH2:21][C:22](=O)[CH3:23].O>C(O)(=O)C>[Cl:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[S:8]([NH:7][C:4]1[N:3]=[C:2]2[N:1]=[C:22]([CH3:23])[CH:21]=[C:20]([C:19]([F:27])([F:26])[F:18])[N:6]2[N:5]=1)(=[O:9])=[O:10]

Participants

5

Reactant 3

HCID 962WaterHCID 739431,1,1-Trifluoro-2,4-pentanedioneHCID 13772885HCID 13772885, compound

Product 1

HCID 13772913HCID 13772913, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.19 g (8.00 mmol) of N-(5-amino-1,2,4-triazol-3-yl)-2-chlorobenzenesulfonamide and 1.09 ml (1.38 g, 8.96 mmol) of 1,1,1-trifluoro-2,4-pentanedione in 9 ml of glacial acetic acid was heated at reflux for 21 hours. After cooling to room temperature, the reaction mixture was poured into a mixture of ice and water. The solid which separated was collected by filtration, washed with water and dried to yield 2.90 g (93 percent) of the desired product as a white solid, mp 203°-204.5° C. IR and 1H NMR spectra were in agreement with the assigned structure.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 21 hours
  3. customThe solid which separated
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-2b08858fa84844398a271298afaec94e
Source dataset
uspto-grants-1987_03
Patent number
US04650892

Reaction notes

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