Hydrochloric Acid → 2-Iodo-4-nitroaniline
Reaction equation
[I:1]Cl.Cl.[N+:4]([C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1)([O-:6])=[O:5]>O>[I:1][C:12]1[CH:13]=[C:7]([N+:4]([O-:6])=[O:5])[CH:8]=[CH:9][C:10]=1[NH2:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
A solution of iodine monochloride (25.8 mL, 514 mmol) in water (220 mL) at 0° C. was treated with concentrated hydrogen chloride (87 mL, 2800 mmol) and stirred until the iodine monochloride dissolved. This cooled ICl solution was then added to a solution of p-nitroaniline (71 g, 510 mmol) in water (590 mL) and concentrated hydrogen chloride (50 mL, 2000 mmol) and stirred at 20° C. for 3 hours. The reaction mixture was filtered, washed with water, and dried to give the desired product (132 g, 94%) as a yellow solid. LCMS for C6H61N2O2 (M+H)+: m/z=264.7.
Workup
- dissolutiondissolved
- filtrationThe reaction mixture was filtered
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-84ea0badcd2648aeb3eb510a011f897c
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08871753B2
Reaction notes
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