Water → HCID 14624503, compound

HRID 1032351Notes

Reaction equation

HRID 1032351 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([CH:19]([C:21]([F:24])([F:23])[F:22])[CH3:20])[N:3]=1.CO[CH:27]1[CH2:31][CH2:30][CH:29](OC)O1.O.C(=O)([O-])O.[Na+]>C(O)(=O)C>[Cl:13][C:12]1[CH:11]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:9]=[C:8]([Cl:18])[C:7]=1[N:6]1[C:2]([N:1]2[CH:27]=[CH:31][CH:30]=[CH:29]2)=[N:3][C:4]([CH:19]([C:21]([F:24])([F:23])[F:22])[CH3:20])=[N:5]1

Participants

6

Reactant 4

HCID 962WaterHCID 790982,5-DimethoxytetrahydrofuranHCID 516892Sodium BicarbonateHCID 14624415HCID 14624415, compound

Product 1

HCID 14624503HCID 14624503, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.9 g (0.01 mol) of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1-trifluoromethylethyl)-1H-1,2,4-triazole and 1.3 g (0.01 mol) of 2,5-dimethoxytetrahydrofuran were dissolved in 15 ml of acetic acid, and the solution was refluxed under stirring for one hour. After cooling, the reaction solution was poured into water and neutralized with sodium hydrogencarbonate. Then, precipitates were extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography to obtain 3 g (yield: 68%) of the desired compound having a melting point of from 73.5° to 75° C. as white powder.

Workup

  1. temperaturethe solution was refluxed
  2. temperatureAfter cooling
  3. customThen, precipitates
  4. extractionwere extracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-abba4323480540cf9f71cc1c181a9e6f
Source dataset
uspto-grants-1990_09
Patent number
US04957935

Reaction notes

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