Stannous chloride dihydrate → (4-Fluoro-3-(trifluoromethyl)phenyl)hydrazine

HRID 59374Notes

Reaction equation

HRID 59374 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[N:13]([O-])=O.[Na+].O.O.Cl[Sn]Cl>Cl>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][NH2:13])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 753774-Fluoro-3-(trifluoromethyl)anilineHCID 23668193Sodium Nitrite

Product 1

HCID 2774812(4-Fluoro-3-(trifluoromethyl)phenyl)hydrazineYield 64,390%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The title compound was prepared according to the procedure described in step-1 of Intermediate-61 by using 4-fluoro-3-(trifluoromethyl)aniline (3.0 g, 0.016 mmol), NaNO2 (1.73 g, 0.025 mmol), SnCl2.2H2O (9.39 g, 0.041 mmol) and conc. HCl (100 mL) to afford 2.0 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-20dc6dfe4d63487aa01a19a960959ba1
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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