Benzoic Acid → 4-Aminostyrene

HRID 1858055Notes

Reaction equation

HRID 1858055 reaction equation
N[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N:10]([O-])=O.[Na+].C1C(C(O)=O)=CC=C(N)C=1.C(O)(=O)C1C=CC=CC=1.C=CC1C=CC=CC=1>C(O)C.O>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([CH:3]=[CH2:2])=[CH:5][CH:6]=1

Participants

8

Reactant 5

HCID 243Benzoic AcidHCID 9784-Aminobenzoic AcidHCID 7501StyreneHCID 155076Ethenamine, 2-phenyl-HCID 23668193Sodium Nitrite

Product 1

HCID 737004-Aminostyrene

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The diazonium salt of 4-aminostyrene is prepared as above from 3.6 g aminostyrene, 2.1 g sodium nitrite, and 150 g water. Ethanol, 10 g, is added to completely dissolve the diazonium salt. A solution of PABA-treated MMC is added to the diazonium salt solution, and it is allowed to react for 18 hours under mixing. The solution is filtered to provide MMC solution at about 11 wt %. This MMC contains both benzoic acid and styrene functionalities covalently attached to the MMC particle.

Workup

  1. customto react for 18 hours
  2. additionunder mixing
  3. filtrationThe solution is filtered
  4. customto provide MMC solution at about 11 wt %

Sources & evidence

ORD record
ord-5c8593c4fd114d48b32556913128fa6c
Source dataset
uspto-grants-2000_11
Patent number
US06150433

Reaction notes

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