N,O-Dimethylhydroxylamine → 3-cyano-N,4-dimethoxy-N-methylbenzamide

関与物質

役割	名称	HCID	仕込み量
反応物	N,O-Dimethylhydroxylamine	HCID 14232	—
反応物	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
反応物	3-Cyano-4-methoxybenzoic acid	HCID 21990972	—
溶媒	Water	HCID 962	—
溶媒	Dichloromethane	HCID 6344	—
生成物	3-cyano-N,4-dimethoxy-N-methylbenzamide	HCID 59354763	105.4%

反応手順

To a stirred solution of 3-cyano-4-methoxybenzoic acid (1.0 g, 5.60 mmol) in DCM (30 mL) were added HATU (3.20 g, 8.01 mmol), N-methoxy,N-methylamine (0.82 g, 8.01 mmol) and TEA (2.3 mL, 17.01 mmol) at RT under a nitrogen atmosphere. The reaction mixture was then stirred at RT for 2 h, diluted with water and the aqueous layer was extracted with DCM (3×50 mL). The combined organic extracts were washed with water (50 mL) and brine (20 mL), dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to afford 3-cyano-N,4-dimethoxy-N-methylbenzamide (1.3 g, 100%) as a white solid.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08933074B2
出典データセット	uspto-grants-2015_01
ORD ID	ord-18c492f04aad4a95bcfa2e65d0dd57f9
出典メモ	uspto-grants-2015_01