Stannous chloride dihydrate → N-(4-chloro-3-hydrazinylbenzyl)-2,2-dimethylpropanamide

HRID 59399Notes

Reaction equation

HRID 59399 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[CH2:5][NH:6][C:7](=[O:12])[C:8]([CH3:11])([CH3:10])[CH3:9].[N:17]([O-])=O.[Na+].O.O.Cl[Sn]Cl>Cl>[Cl:16][C:15]1[CH:14]=[CH:13][C:4]([CH2:5][NH:6][C:7](=[O:12])[C:8]([CH3:11])([CH3:10])[CH3:9])=[CH:3][C:2]=1[NH:1][NH2:17]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 23668193Sodium NitriteHCID 66765386N-(3-amino-4-chlorobenzyl)pivalamide

Product 1

HCID 90019617N-(4-chloro-3-hydrazinylbenzyl)-2,2-dimethylpropanamideYield 65,169.398%

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-(3-amino-4-chlorobenzyl)pivalamide (1.80 g), NaNO2 (0.62 g, 0.009 mmol), SnCl2.2H2O (4.2 g, 0.018 mmol) and conc. HCl (30 mL) to afford 1.5 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-55d69b52e9534e55b7cbce9b803cc3e3
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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