Pyridine → 3-Bromo-4-(4-chlorophenyl)-2-hydrazinylpyridine

HRID 2101299

Reaction equation

HRID 2101299 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1.N1C=CC=CC=1.O.[NH2:23][NH2:24]>O>[Br:1][C:2]1[C:3]([NH:23][NH2:24])=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24654Hydrazine hydrate (1:1)HCID 577993673-Bromo-2-chloro-4-(4-chlorophenyl)pyridine

Product 1

HCID 577994543-Bromo-4-(4-chlorophenyl)-2-hydrazinylpyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-bromo-2-chloro-4-(4-chlorophenyl)pyridine (10 g, 33 mmol), pyridine (50 mL) and hydrazine monohydrate (4.8 g, 96 mmol) was heated to 120° C. for 16 h. After cooling to room temperature, water (300 mL) was added, which caused solid desired product to precipitate. This was filtered, washed with water (2×50 mL), and dried to obtain the title compound as a pale yellow solid (6 g), which was used without further purification.

Workup

  1. temperatureAfter cooling to room temperature

Sources & evidence

ORD record
ord-b19a41e389964ee2b2d4ca5d7f604812
Source dataset
uspto-grants-2009_08
Patent number
US07572808B2

Linked notes

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