Nitric Acid → 3-Nitro-4-(propan-2-yl)aniline
Reaction equation
[CH:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[N+:11]([O-])([OH:13])=[O:12]>S(=O)(=O)(O)O>[CH:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][C:5]=1[N+:11]([O-:13])=[O:12])([CH3:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
25 g (185 mmol) 4-isopropyl-aniline were dissolved in to 260 ml conc. sulfuric acid and treated at −5° C. with 17.9 g nitric acid (65%). After stirring the mixture at 0° C. for 0.5 h, the reaction mixture was poured on ice water and the precipitating product collected via filtration and dried. The resulting 23.8 g product were essentially pure and were used for the subsequent step without further purification.
Workup
- additionthe reaction mixture was poured on ice water
- filtrationthe precipitating product collected via filtration
- customdried
- customwere used for the subsequent step without further purification
Sources & evidence
- ORD record
- ord-979ce5355aca43b4bc65aacd6856db4a
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07759379B2
Reaction notes
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