Pyridine → N1-(4-Methoxybenzoyl)-N2-[4-(4-morpholinyl)benzyl]-1,2-benzenediamine

関与物質

役割	名称	HCID	仕込み量
反応物	Pyridine	HCID 1049	—
反応物	Phosgene	HCID 6371	—
反応物	N-(2-Aminophenyl)-4-methoxybenzamide	HCID 785232	—
反応物	[4-(Morpholin-4-yl)phenyl]methanol	HCID 2776456	—
溶媒	Toluene	HCID 1140	—
溶媒	Dichloromethane	HCID 6344	—
生成物	N1-(4-Methoxybenzoyl)-N2-[4-(4-morpholinyl)benzyl]-1,2-benzenediamine	HCID 9844868	14%

反応手順

4-(4-Morpholinyl)benzyl alcohol (150 mg, 0.78 mmol) was added to a solution of phosgene in toluene (1.93 M, 1.2 mL). After 4 h, the mixture was treated with a solution of N1-(4-methoxybenzoyl)-1,2-benzenediamine (188 mg, 0.78 mmol) and pyridine (2 mL) in methylene chloride (3 mL). After 16 h, the mixture was concentrated and the residue was dissolved in EtOAc. The organic layer was washed with water (4×), brine (1×), dried with potassium carbonate, and concentrated. The residue was purified by chromatography (SiO2, 5 to 15% EtOAc in CH2Cl2), yielding 45 mg (14%) of the title compound.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US06710057B2
出典データセット	uspto-grants-2004_03
ORD ID	ord-3cb00663c5514b80ae1b7ade829f69c8
出典メモ	uspto-grants-2004_03