Iodine → 2-Iodo-4-methyl-6-nitroaniline

Commercially available 4-methyl-2-nitro-phenylamine (20 g, 131.5 mmol) was dissolved in ethanol (300 mL), silver nitrate (27 g, 157.7 mmol) and iodine (40 g, 157.7 mmol) were added thereto, and the mixture was stirred for 8 h at room temperature. After completion of the reaction, the reaction mixture was filtered through a cellite, washed with 100 mL of ethyl acetate, and concentrated. Water was added to the residue, which was then extracted with ethyl acetate, washed with saturated sodium chloride solution, and dried over anhydrous magnesium sulfate to give the title compound (29 g, Yield 69%).

1. customAfter completion of the reaction
2. filtrationthe reaction mixture was filtered through a cellite
3. washwashed with 100 mL of ethyl acetate
4. concentrationconcentrated
5. additionWater was added to the residue, which
6. extractionwas then extracted with ethyl acetate
7. washwashed with saturated sodium chloride solution
8. dry with materialdried over anhydrous magnesium sulfate

ORD record

ord-d64dc385be1249189cd881876e7fb1df

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09000028B2