Nitric Acid → 1,2-Dimethyl-3-nitrobenzene
Reaction equation
C1(C)C(S(O)(=O)=O)=CC(S(O)(=O)=O)=CC=1.O.[N+:17]([O-:20])(O)=[O:18].[CH3:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=1[CH3:28]>>[N+:17]([C:23]1[CH:24]=[CH:25][CH:26]=[C:27]([CH3:28])[C:22]=1[CH3:21])([O-:20])=[O:18]Participants
5
Conditions
- Temperature
- -10 °C
Procedure
6 parts of diatomaceous earth the same as in Example 1 was thoroughly mixed with 5 parts of toluene-2,4-disulfonic acid and 10 parts of water. The mixture was dried at 100° to 105°C and further at 110°C under a pressure of 30 mm Hg for 5 hours, whereby dried solid catalyst was obtained. To the solid catalyst was added 40 parts of o-xylene and the mixture was cooled to -10°C. One part of fuming nitric acid having a specific gravity of 1.52 was added dropwise to the cooled mixture with stirring over a period of in 30 minutes. After the addition the mixture was stirred at -10°C for 3 hours and further at 20° to 25°C for 2 hours, whereby mononitroxylene was obtained with p/o ratio of 3.02. Yield was 91%.
Workup
- customThe mixture was dried at 100° to 105°C and further at 110°C under a pressure of 30 mm Hg for 5 hours
- customwhereby dried solid catalyst
- customwas obtained
- additionAfter the addition the mixture
- stirringwas stirred at -10°C for 3 hours and further at 20° to 25°C for 2 hours
Sources & evidence
- ORD record
- ord-e3979fd6880a4640a53ff4b32a53d7fb
- Source dataset
- uspto-grants-1976_06
- Patent number
- US03965200
Reaction notes
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