p-Toluidine → HCID 178426577, compound

HRID 1633419Notes

Reaction equation

HRID 1633419 reaction equation
[N+:1]([C:4]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[C:6]2[C:7]([O:9][C:10](=[O:11])[C:5]=12)=[O:8])([O-:3])=[O:2].[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=1>C(O)(=O)C>[C:22]1([CH3:25])[CH:23]=[CH:24][C:19]([N:18]=[C:7]([OH:8])[C:6]2[C:5](=[C:4]([N+:1]([O-:3])=[O:2])[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=2)[C:10]([OH:9])=[O:11])=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 7813p-ToluidineHCID 13442309HCID 13442309, compound

Product 1

HCID 178426577HCID 178426577, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2 kg (8.4 mols) of 3,5-dinitrophthalic anhydride and 897 g (8.4 mols) of p-toluidine are kept under reflux in 6.2 liters of glacial acetic acid for 3 hours. After cooling, the mixture is filtered and the residue is washed with 2 liters of water, suspended in 25 liters of water, filtered off and dried at 100° C. in vacuo.

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture is filtered
  3. washthe residue is washed with 2 liters of water
  4. filtrationfiltered off
  5. customdried at 100° C. in vacuo

Sources & evidence

ORD record
ord-695cce7e3ace42e283f419c426de5ed6
Source dataset
uspto-grants-1984_10
Patent number
US04480105

Reaction notes

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