Dimethylcarbamoyl Chloride → 4-[[(Diethylamino)methylene]amino]-3-pyridinol N,N-dimethyl carbamate

関与物質

役割	名称	HCID	仕込み量
反応物	Dimethylcarbamoyl Chloride	HCID 6598	—
反応物	Tetrahydrofuran	HCID 8028	—
反応物	Triethylamine	HCID 8471	—
反応物	N,N-Diethyl-N'-(3-hydroxypyridin-4-yl)methanimidamide	HCID 15380930	—
溶媒	Diethyl Ether	HCID 3283	—
生成物	4-[[(Diethylamino)methylene]amino]-3-pyridinol N,N-dimethyl carbamate	HCID 67749077	70.3%

反応手順

To a solution prepared from 4-[[(diethylamino)methylene]amino]-3-pyridinol (3.12 g), triethylamine (3.34 g) and tetrahydrofuran (50 mL) was added N,N-dimethylcarbamyl chloride (2.28 g) under nitrogen. The resulting mixture was stirred at ambient temperature for 6 hours, diluted with ether (50 mL) and filtered. The filtrate was concentrated under reduced pressure and the residue chromatographed on silica gel (elution with 10% methanol in dichloromethane) to give 3.00 g of solid. Recrystallization from ether/hexanes afforded 1.57 g of crystalline solid, m.p. 73°-74° C.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US05866565
出典データセット	uspto-grants-1999_02
ORD ID	ord-1a83521255a344ffad76d572f53ad5d2
出典メモ	uspto-grants-1999_02