Sulfuric Acid → HCID 178524186, compound

HRID 881041Notes

Reaction equation

HRID 881041 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH2:11])[C:5]([OH:7])=[O:6].[N:12]([O-])=O.[Na+].S(=O)(=O)(O)O>CC(O)=O>[NH:1]1[C:2]2[CH:3]=[C:4]([C:5]([OH:7])=[O:6])[CH:8]=[CH:9][C:10]=2[N:11]=[N:12]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 692633,4-Diaminobenzoic acidHCID 23668193Sodium Nitrite

Product 1

HCID 178524186HCID 178524186, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
5 °C

Procedure

3,4-diaminobenzoic acid (5 g, 32.8 mmol) was dissolved in AcOH (30 ml) and this mixture cooled to 5° C. To this mixture NaNO2 solution (2.7 g in 8 ml water) was added followed by 2 ml sulphuric acid. Reaction mixture was allowed to stir for 90 mins. After that, reaction mixture quenched with ice and solid that obtained was filtered and washed with water to obtain the title compound (4.5 g) as a brown solid.

Workup

  1. customReaction mixture
  2. customAfter that, reaction mixture
  3. customquenched with ice and solid
  4. customthat obtained
  5. filtrationwas filtered
  6. washwashed with water

Sources & evidence

ORD record
ord-fcb230ff86624a43900798d4c996eb0b
Source dataset
uspto-grants-2015_03
Patent number
US08993612B2

Reaction notes

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