3-Bromoaniline → HCID 58880035, compound

HRID 1642505Notes

Reaction equation

HRID 1642505 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[Br:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([CH:18]=1)[NH2:17]>>[Br:11][C:12]1[CH:18]=[C:16]([NH:17][C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 115623-BromoanilineHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 58880035HCID 58880035, compoundYield 132.2%

Procedure

2-chloro-3-nitropyridine (2.0 g, 12.6 mmol, 1 eq) was reacted with 5-Bromoaniline (4.12 ml, 37.8 mmol, 3 eq) for 20 minutes at 180° C. in a microwave reactor. The product was isolated by column chromatography to provide the title compound as a red solid (4.9 g). [M+H] calc'd for C11H8BrN3O2, 293; found 293.

Workup

  1. customThe product was isolated by column chromatography

Sources & evidence

ORD record
ord-9d1b792e8fc1441dbb426c2a1bd924b3
Source dataset
uspto-grants-2012_02
Patent number
US08119655B2

Reaction notes

Loading…