Nitric Acid → 4-Fluoro-2-methyl-5-nitroaniline
Reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[N+:10]([O-])([OH:12])=[O:11]>S(=O)(=O)(O)O>[NH2:6][C:5]1[CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[C:2]([F:1])=[CH:3][C:4]=1[CH3:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
1.3 g (10 mmol) of 4-fluoro-2-methylaniline were introduced into 10 ml of concentrated sulfuric acid and cooled to -10° C. A cold solution of 0.4 ml (10 mmol) of fuming nitric acid in 2 ml of concentrated sulfuric acid was added slowly dropwise. The resulting mixture was stirred for 3 hours at 0° C. and subsequently poured into ice. The precipitated product was filtered with suction and washed. 0.85 g (50% of the theoretical yield) of product was obtained. The yellow crystalline product had a melting point of 178° C.
Workup
- additionsubsequently poured into ice
- filtrationThe precipitated product was filtered with suction
- washwashed
- custom0.85 g (50% of the theoretical yield) of product
- customwas obtained
Sources & evidence
- ORD record
- ord-6255c588a83b40bbaeaceaa786e373e5
- Source dataset
- uspto-grants-1997_07
- Patent number
- US05645610
Reaction notes
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