Sulfanilic acid → Benzenesulfonic Acid

HRID 1743073Notes

Reaction equation

HRID 1743073 reaction equation
[S:1]([OH:11])(=[O:10])([C:3]1[CH:8]=[CH:7][C:6](N)=[CH:5][CH:4]=1)=[O:2].N([O-])=O.[Na+]>O>[C:3]1([S:1]([OH:11])(=[O:10])=[O:2])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 8479Sulfanilic acidHCID 23668193Sodium Nitrite

Product 1

HCID 7371Benzenesulfonic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

1.384 g of sulfanilic acid were mixed with 50 ml of deionized water in a beaker and heated to 60° C. 5 g of SP-3 particles were added to the mixture. 2.76 g of a 20% solution of sodium nitrite in water were added slowly, and the mixture was left to react for 90 minutes. The reaction mixture was filtered and the particles were reslurried and washed with a 1% NaOH solution in water. The particles were refiltered and washed with deionized water, and subsequently washed with ethanol and tetrahydrofuran. The particles were soxhlet extracted in ethanol overnight. The starting sulfur content of the particles was 0.39 wt %. After the surface modification the sulfur content was 1.39 wt % indicating the attachment of benzenesulfonic groups.

Workup

  1. addition5 g of SP-3 particles were added to the mixture
  2. waitthe mixture was left
  3. customto react for 90 minutes
  4. filtrationThe reaction mixture was filtered
  5. washwashed with a 1% NaOH solution in water
  6. washwashed with deionized water
  7. washsubsequently washed with ethanol and tetrahydrofuran
  8. extractionThe particles were soxhlet extracted in ethanol overnight

Sources & evidence

ORD record
ord-5708782a3ba14e13ac55488f8f1f713b
Source dataset
uspto-grants-2006_03
Patent number
US07008534B2

Reaction notes

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