Nitric Acid → 1-Methanesulfonyl-3-nitro-5-trifluoromethylbenzene

HRID 1957952Notes

Reaction equation

HRID 1957952 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[CH:6]=1)(=[O:4])=[O:3].[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11]([F:12])([F:13])[F:14])[CH:8]=[C:9]([N+:15]([O-:17])=[O:16])[CH:10]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 27607611-(Methylsulfonyl)-3-(trifluoromethyl)benzene

Product 1

HCID 684231001-Methanesulfonyl-3-nitro-5-trifluoromethylbenzeneYield 40%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
80 °C

Procedure

1-methanesulfonyl-3-trifluoromethylbenzene (220 mg; 1 mmol) was dissolved at 0° C. in 3 mL 98% sulfuric acid and 2 mL of 100% HNO3 were added. The mixture was heated 2 hours at 80° C. and then poured onto ice; a precipitate was isolated: 110 mg (0.40 mmol; 40% yield) of 1-methanesulfonyl-3-nitro-5-trifluoromethylbenzene were obtained as a solid.

Workup

  1. additionpoured onto ice
  2. customa precipitate was isolated

Sources & evidence

ORD record
ord-09a81b0d57e74495b174a0766abaa28e
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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