Stannous chloride dihydrate → N-(4-chloro-2-fluoro-5-hydrazinylbenzyl)-2,2,2-trifluoroacetamide

HRID 508879Notes

Reaction equation

HRID 508879 reaction equation
[NH2:1][C:2]1[C:3]([Cl:17])=[CH:4][C:5]([F:16])=[C:6]([CH:15]=1)[CH2:7][NH:8][C:9](=[O:14])[C:10]([F:13])([F:12])[F:11].[N:18]([O-])=O.[Na+].O.O.Cl[Sn]Cl>Cl>[Cl:17][C:3]1[C:2]([NH:1][NH2:18])=[CH:15][C:6]([CH2:7][NH:8][C:9](=[O:14])[C:10]([F:11])([F:12])[F:13])=[C:5]([F:16])[CH:4]=1

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 23668193Sodium NitriteHCID 90018998N-(5-amino-4-chloro-2-fluorobenzyl)-2,2,2-trifluoroacetamide

Product 1

HCID 90019642N-(4-chloro-2-fluoro-5-hydrazinylbenzyl)-2,2,2-trifluoroacetamideYield 50,015.5%

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 N-(5-amino-4-chloro-2-fluorobenzyl)-2,2,2-trifluoroacetamide (2.0 g, 0.007 mmol), NaNO2 (0.612 g, 0.008 mmol), SnCl2.2H2O (4.10 g, 0.018 mmol), and conc. HCl (100 mL) to afford 1.0 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-275898c2eb4d4054bcc191ab5e4cbaac
Source dataset
uspto-grants-2015_08
Patent number
US09096545B2

Reaction notes

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