Stannous chloride dihydrate → (4-Bromo-5-chloro-2-methoxyphenyl)hydrazine

HRID 1166234Notes

Reaction equation

[Cl:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([O:9][CH3:10])=[C:4]([NH2:11])[CH:3]=1.[N:12]([O-])=O.[Na+].O.O.Cl[Sn]Cl>>[Br:8][C:7]1[C:2]([Cl:1])=[CH:3][C:4]([NH:11][NH2:12])=[C:5]([O:9][CH3:10])[CH:6]=1

Participants

Reactant 3

HCID 61436Stannous chloride dihydrate

HCID 229976674-Bromo-5-chloro-2-methoxyaniline

HCID 23668193Sodium Nitrite

Product 1

HCID 22997648(4-Bromo-5-chloro-2-methoxyphenyl)hydrazineYield 73%

Procedure

The title compound was prepared by the general procedure described above for Preparations 2a-i using 4-chloro-5-bromo-2-aminoanisole (7.68 g), NaNO2 (2.25 g), and SnCl2.2H2O (15 g). Workup gave 5.5 g (73%) of (4-bromo-5-chloro-2-methoxyphenyl)hydrazine which was used in the next step without further purification.

Workup

customThe title compound was prepared by the general procedure

Sources & evidence

ORD record: ord-55de0e9ade104b95bc6d561470a61ffe
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06613786B2

Reaction notes

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