N-bromobutanimide → 3-Bromo-5-(bromomethyl)-2-chloropyridine

HRID 1054041Notes

Reaction equation

HRID 1054041 reaction equation
[Br:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.C1C(=O)N([Br:17])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([CH2:8][Br:17])[CH:7]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 2854373-Bromo-2-chloro-5-methylpyridine

Product 1

HCID 848198723-Bromo-5-(bromomethyl)-2-chloropyridine

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Synthesized from 3-bromo-2-chloro-5-methylpyridine (4.00 g, 19.3 mmol), NBS (3.79 g, 21.3 mmol) and DBPO (233 mg, 0.97 mmol) in CCl4 according to Method A. Yield: 2.38 g, 8.34 mmol, 43%. This compound was directly used in the next step without further purification.

Workup

  1. customThis compound was directly used in the next step without further purification

Sources & evidence

ORD record
ord-44d587b47b5b4db5b3b06922a19b7531
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

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