Triethylamine → HCID 21973832, 화합물

A stirred solution of 2,4-dichloro-5,6-dimethyl-3-nitropyridine (4.42 g, 20.0 mmol) in 50 mL of anhydrous DMF, under N2, was treated with triethylamine (5.58 mL, 40.0 mol) and 1,2-diamino-2-methylpropane (2.10 mL, 20.0 mmol). After stirring for 24 h, the reaction mixture was concentrated under reduced pressure. The resulting oil was treated with CH2Cl2 (200 mL) and H2O (100 mL). The aqueous layer was made basic (pH˜12) by addition of concentrated NH4OH solution. The layers were separated and the aqueous portion was extracted with an additional 100 mL of CH2Cl2. The combined organic portions were washed with H2O (2×) and brine. The organic portion was dried with Na2SO4 and concentrated to give an orange oil that solidified on standing. Column chromatography (SiO2, 2% MeOH/CHCl3) gave N1-(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)-2-methylpropane-1,2-diamine (3.14 g) as a yellow solid.

1. concentrationthe reaction mixture was concentrated under reduced pressure
2. additionThe resulting oil was treated with CH2Cl2 (200 mL) and H2O (100 mL)
3. additionby addition of concentrated NH4OH solution
4. customThe layers were separated
5. extractionthe aqueous portion was extracted with an additional 100 mL of CH2Cl2
6. washThe combined organic portions were washed with H2O (2×) and brine
7. dry with materialThe organic portion was dried with Na2SO4
8. concentrationconcentrated
9. customto give an orange oil that solidified

ORD 기록

ord-31e0e24565f54b9885fdb4351f9c1912

출처 데이터셋

uspto-grants-2003_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06545016B1