4-Bromo-2,6-dichloroaniline → HCID 66996749, compound

HRID 2360409Notes

Reaction equation

HRID 2360409 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7](Br)[CH:6]=[C:5]([Cl:10])[C:3]=1[NH2:4].[CH3:11][O:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1>>[Cl:1][C:2]1[CH:8]=[C:7]([C:17]2[CH:16]=[CH:15][CH:14]=[C:13]([O:12][CH3:11])[CH:18]=2)[CH:6]=[C:5]([Cl:10])[C:3]=1[NH2:4]

Participants

3

Reactant 2

HCID 696804-Bromo-2,6-dichloroanilineHCID 2734370(3-Methoxyphenyl)boronic acid

Product 1

HCID 66996749HCID 66996749, compoundYield 102.6%

Procedure

The title compound (0.550 g) was prepared from 2,6-dichloro-4-bromoaniline (0.5 g, 2.0 mmol) and 3-methoxyphenylboronic acid (0.409 g, 2.69 mmol) as a white solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.58 (s, 2H), 7.29 (t, J 7.8, 1H), 7.18-7.10 (m, 2H), 6.85 (dd, J 2, 8.1, 1H), 5.63 (s, 2H), 3.81 (s, 3H).

Sources & evidence

ORD record
ord-d4ae9f3026bf411c9b0bdebf17265126
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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