Methylamine → N-Methyl-3-nitro-2-pyridinamine

Temperature

0 °C

Methylamine (33% in EtOH) (110 mL, 883 mmol) was placed in a 500 mL three necked round bottom flask. It was cooled to 0° C. using ice bath. 2-chloro-3-nitropyridine (20 g, 126 mmol) was added to the above solution in portions as this is an exothermic reaction. After the addition was complete the reaction mixture was stirred for 2 h at 0° C. and later 1 h at room temperature. Solvent was concentrated and residue was taken in 500 mL of water and extracted with EtOAc 3×150 mL. Combine organic layer was dried over Na2SO4, filtered and concentrated to give a bright orangish yellow solid (19 g, 98.5%).

1. customan exothermic reaction
2. additionAfter the addition
3. concentrationSolvent was concentrated
4. extractionextracted with EtOAc 3×150 mL
5. dry with materialCombine organic layer was dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated

ORD record

ord-8b6e3727169845798390ba13f3e9556e

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08883322B2