4-Methylmorpholine → 2-Amino-5-nitrobenzamide

関与物質

役割	名称	HCID	仕込み量
反応物	4-Methylmorpholine	HCID 7972	—
反応物	2-Amino-5-nitrobenzoic acid	HCID 12032	—
反応物	Ammonium Hydroxide	HCID 14923	—
反応物	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
反応物	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
溶媒	Tetrahydrofuran	HCID 8028	—
生成物	2-Amino-5-nitrobenzamide	HCID 97665	—

反応手順

To a mixture of 2-amino-5-nitro-benzoic acid (12.9 g, 81.9 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (EDCl) (17.3 g, 90.1 mmol), 1-hydroxybenzotriazole hydrate (HOBt) (12.2 g, 90.1 mmol) in THF (200 mL) was added 4-methylmorpholine (NMM) (9.91 mL, 90.1 mmol). After 10 minutes, ammonium hydroxide (50% v/v, 50 mL) was added. The mixture was stirred at room temperature under nitrogen for 17 hours. Solvent was removed under reduced pressure. Water was added. The solid separated was filtered, washed with aqueous NaHCO3 solution, and with water, and dried in air, to afford 2-amino-5-nitro-benzamide as a yellow solid. Yield: 9.88 g (66%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09238640B2
出典データセット	uspto-grants-2016_01
ORD ID	ord-72088be0d9ba48f893e3b4b9895d13f0
出典メモ	uspto-grants-2016_01