Ammonium Persulfate → HCID 86720743, compound

HRID 2167688Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[N:7][CH:6]=[CH:5][N:4]=1)#[N:2].[F:9][C:10]([F:18])([F:17])[C:11](C)([CH3:15])[C:12](O)=O.[NH4+].[NH4+].[O-]S(OOS([O-])(=O)=O)(=O)=O>[N+]([O-])([O-])=O.[Ag+]>[F:9][C:10]([F:18])([F:17])[C:11]([C:6]1[N:7]=[CH:8][C:3]([C:1]#[N:2])=[N:4][CH:5]=1)([CH3:15])[CH3:12]

Participants

Conditions

Temperature: 80 °C

Procedure

To an aqueous (50 mL) solution of 2-cyanopyrazine (6.7 mL), 3,3,3-Trifluoro-2,2-dimethylpropionic acid (10 g) and ammonium peroxodisulfate (22 g) were added, then silver nitrate (16 g) was added, and the resultant was stirred at 80° C. for 8 hours. The reaction solution was subjected to extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and the desiccant was filtered off. Then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (OH-type silica gel; hexane/ethyl acetate-gradient elution=100/0→75/25) to obtain the title compound (0.28 g) as a pale yellow oil.

Workup

extractionThe reaction solution was subjected to extraction with ethyl acetate
dry with materialThe organic layer was dried over magnesium sulfate
filtrationthe desiccant was filtered off
distillationThen, the solvent was distilled off under reduced pressure
customThe obtained residue was purified by silica gel column chromatography (OH-type silica gel; hexane/ethyl acetate-gradient elution=100/0→75/25)

Sources & evidence

ORD record: ord-f04f7f854cc84847b4cd339828e0d47a
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045466B2

Reaction notes

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