Stannous Chloride → HCID 2777968, compound

HRID 1748430Notes

Reaction equation

HRID 1748430 reaction equation
[F:1][C:2]1[C:8]([F:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[N:11]([O-])=O.[Na+].[Sn](Cl)Cl>Cl>[F:1][C:2]1[C:8]([F:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[NH:4][NH2:11]

Participants

5

Reactant 3

HCID 24479Stannous ChlorideHCID 774682,3,4-TrifluoroanilineHCID 23668193Sodium Nitrite

Product 1

HCID 2777968HCID 2777968, compoundYield 33.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

2,3,4-Trifluoroaniline (25 g) was added to concentrated hydrochloric acid (125 ml), and an aqueous solution (20 ml) of sodium nitrite (12.9 g) was added dropwise under ice-cooling. A solution of tin (II) chloride (114.6 g) in concentrated hydrochloric acid (50 ml) was separately prepared and it was added dropwise to the reaction solution. The precipitated solid was collected by filtration, added to an aqueous solution of sodium hydroxide and the aqueous solution was extracted with toluene to give 2,3,4-trifluorophenylhydrazine (9.3 g).

Workup

  1. temperaturecooling
  2. additionit was added dropwise to the reaction solution
  3. filtrationThe precipitated solid was collected by filtration
  4. additionadded to an aqueous solution of sodium hydroxide
  5. extractionthe aqueous solution was extracted with toluene

Sources & evidence

ORD record
ord-eb6b02f29d2a4e45a8238382acc48362
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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