Hydrazine → 2-Hydrazinyl-5-nitropyridine

HRID 1491646Notes

Reaction equation

HRID 1491646 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[NH2:11][NH2:12]>O1CCOCC1>[NH:11]([C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1)[NH2:12]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 40319312-Hydrazinyl-5-nitropyridineYield 10.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Chloro-5-nitropyridine (5 g, 31.5 mmol) and hydrazine (1.74 g, 34.7 mmol) were dissolved in 60 ml of dioxane, and the solution was stirred at room temperature for 16 hours. The precipitated yellow powder (m.p.: 198°-208° C.) was collected by filtration to obtain 502 mg of the intended product as a hydrochloride salt.

Workup

  1. filtrationThe precipitated yellow powder (m.p.: 198°-208° C.) was collected by filtration

Sources & evidence

ORD record
ord-89dae2b65b504db5a69a34ec0f135e88
Source dataset
uspto-grants-1994_12
Patent number
US05371086

Reaction notes

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