Cyanamide → (1-{6-[Trifluoromethyl]pyridin-3-yl}ethyl)(methyl)lambda4-sulfanylidenecyanamide
Reaction equation
[OH-].[Na+].[N:3]#[C:4][NH2:5].[CH3:6][S:7][CH:8]([C:10]1[CH:11]=[CH:12][C:13]([C:16]([F:19])([F:18])[F:17])=[N:14][CH:15]=1)[CH3:9].Cl[O-].[Na+]>>[C:4]([N:5]=[S:7]([CH3:6])[CH:8]([C:10]1[CH:15]=[N:14][C:13]([C:16]([F:19])([F:17])[F:18])=[CH:12][CH:11]=1)[CH3:9])#[N:3]Participants
Procedure
A sulfide feed stream known to include acidic impurities was titrated with dilute NaOH and found to contain about 3.2×10−5 moles of acid/gram. The cyanamide was titrated with dilute NaOH and found to contain about 2.01×10−5 moles of acid/gram. Thus, for the oxidation reaction of 5-[1-(methylthio)ethyl]-2-trifluoromethylpyridine with cyanamide and sodium hypochlorite (13%) conducted on a 0.047 mole scale, the total moles of acid in the mixture was 0.00041 moles. The effect of adding NaOH to the mixture to neutralize the acidity in the sulfide feed stream and the cyanamide was determined. The NaOH was added as a 25% aqueous solution and stirred for about 5 minutes before adding the sodium hypochlorite. The results are summarized in Table 2.
Sources & evidence
- ORD record
- ord-e612296331854488ac1b28060750a0f8
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09227936B2
Reaction notes
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