Diethyl Ether → 2-Amino-5-bromo-4-methoxybenzonitrile

Participants

Role	Name	HCID	Charge
Reactant	Diethyl Ether	HCID 3283	—
Reactant	Bromine	HCID 24408	—
Reactant	2-Amino-4-methoxybenzonitrile	HCID 3723128	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	2-Amino-5-bromo-4-methoxybenzonitrile	HCID 57423042	81%

Reaction Conditions

Temperature	0 °C

Reaction Steps

2-Amino-4-methoxybenzonitrile (4.47 g, 30.2 mmol) is dissolved in 70 ml of dioxane and treated at 0° C. with bromine (1.71 ml, 33.2 mmol). It is subsequently stirred at 0° C. for one hour. After addition of diethyl ether, the resulting crystals are filtered off with suction. The desired product is obtained in 81% yield (5.52 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07863283B2
Source dataset	uspto-grants-2011_01
ORD ID	ord-64cec1ecd91043dd8cd47a3205328125
Source note	uspto-grants-2011_01