2-Amino-5-bromo-3-nitropyridine → 5-Bromo-2-chloro-3-nitropyridine

HRID 252698Notes

Reaction equation

HRID 252698 reaction equation
N[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([Br:11])=[CH:4][N:3]=1.[Cl-:12].[Li+]>>[Br:11][C:5]1[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]([Cl:12])=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 1388782-Amino-5-bromo-3-nitropyridineHCID 433294Lithium Chloride

Product 1

HCID 70194125-Bromo-2-chloro-3-nitropyridine

Procedure

5-Bromo-2-chloro-3-nitropyridine was prepared according the method described by K. Jouve and J. Bergman, J. Heterocyclic Chem., 40, 261 (2003) from 2-amino-5-bromo-3-nitropyridine except that one equivalent of lithium chloride was added and the yield was improved to 84%. The required product gave the characterising data:—1H NMR Spectrum: (CDCl3) 8.70 (1H, d); 8.37 (1H, d).

Sources & evidence

ORD record
ord-c09fd334cce049359b9b16130ffcb59e
Source dataset
uspto-grants-2011_01
Patent number
US07868188B2

Reaction notes

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