Stannous Chloride → (3-(Trifluoromethoxy)phenyl)hydrazine hydrochloride
Reaction equation
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7].[N:13]([O-])=O.[Na+].[Sn](Cl)[Cl:18]>Cl>[ClH:18].[F:1][C:2]([F:11])([F:12])[O:3][C:4]1[CH:5]=[C:6]([NH:7][NH2:13])[CH:8]=[CH:9][CH:10]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -5 °C
Procedure
3-(Trifluoromethoxy)aniline (3.68 ml) was dissolved in 6 M hydrochloric acid (71 ml), and an aqueous solution (4.7 ml) of sodium nitrite (2.08 g) was added dropwise over 20 min at −5° C. Tin (II) chloride (1.954 ml) was dissolved in 6 M hydrochloric acid (25 ml), and the solution was cooled to −5° C., and added quickly to the above-mentioned reaction mixture at −5° C. The mixture was stirred at −5° C. for 2 hr, and the precipitated solid was collected by filtration, washed with 0.1M hydrochloric acid, and dried under reduced pressure to give the title compound (2.72 g).
Workup
- additionadded quickly to the above-mentioned reaction mixture at −5° C
- filtrationthe precipitated solid was collected by filtration
- washwashed with 0.1M hydrochloric acid
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-e83942c2d9274a6ea90ca4b06de6ee16
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09090586B2
Reaction notes
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