Water → Benzenamine, 5-methoxy-N-methyl-2-nitro-

Temperature

77.5 °C

To a solution of 2,4-dichloronitrobenzene (3.0 g) in N,N-dimethylacetamide (30 ml) was added a 40% aqueous solution of methylamine (4.9 g) at room temperature, and the resulting mixture was stirred at 75-80° C. for 2 hours. Subsequently, to the reaction mixture was added a 28% methanolic solution of sodium methoxide (7.6 g), and the resulting mixture was stirred at the same temperature for 1.5 hours. Furthermore, to the reaction mixture was added a 28% methanolic solution of sodium methoxide (1.6 g), and the resulting mixture was stirred at the same temperature for 1 hour. After stirring, water (60 ml) was added to the reaction mixture, and the resulting mixture was cooled gradually to room temperature. The crystalline solid precipitated was collected by filtration and dried in vacuo to afford the title compound (2.2 g, yield: 77%) as a yellow crystalline solid.

1. stirringthe resulting mixture was stirred at the same temperature for 1.5 hours
2. stirringthe resulting mixture was stirred at the same temperature for 1 hour
3. stirringAfter stirring
4. temperaturethe resulting mixture was cooled gradually to room temperature
5. customThe crystalline solid precipitated
6. filtrationwas collected by filtration
7. customdried in vacuo

ORD record

ord-c90c617ee896469e9877237082131fa7

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08106079B2