Water → p-Nitrotoluene-m-sulfonic acid

HRID 513717Notes

Reaction equation

HRID 513717 reaction equation
F[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[O-:12][S:13]([O-:15])=[O:14].[Na+].[Na+].O>CCO>[CH3:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([S:13]([OH:15])(=[O:14])=[O:12])[CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24437Sodium SulfiteHCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-

Product 1

HCID 12332055p-Nitrotoluene-m-sulfonic acidYield 249.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

In a similar fashion using route 39 general procedure 95, 2-fluoro-4-methyl-1-nitrobenzene (2 g, 12.9 mmol) in EtOH (24 ml) and Na2SO3 (2.04 g, 16.0 mmol) in EtOH:water (40 ml: 32 ml) at 70° C. for 14 h gave the title compound (7 g) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-45c3b4e44c8f4e3ea4ea73ca7dd7cc77
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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