3-Chloro-4-methylaniline → (3-Chloro-4-methylphenyl)hydrazine

HRID 508877Notes

Reaction equation

HRID 508877 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[CH3:9])[NH2:5].[N:10]([O-])=O.[Na+].O.O.Cl[Sn]Cl>Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][NH2:10])[CH:6]=[CH:7][C:8]=1[CH3:9]

Participants

5

Reactant 3

HCID 72553-Chloro-4-methylanilineHCID 61436Stannous chloride dihydrateHCID 23668193Sodium Nitrite

Product 1

HCID 292017(3-Chloro-4-methylphenyl)hydrazineYield 68,412.602%

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 3-chloro-4-methylaniline (6.0 g, 0.0420 mmol), NaNO2 (8.56 g, 0.050 mmol), SnCl2.2H2O (23.7 g, 0.105 mmol) and conc. HCl (100 mL) to afford 4.5 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-93a8fffec88e47819ed06878db2eb031
Source dataset
uspto-grants-2015_08
Patent number
US09096545B2

Reaction notes

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