Water → HCID 19915239, compound

HRID 1090346Notes

Reaction equation

HRID 1090346 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:18](O)=O)[C:5]([C:8]2[C:9](=[CH:13][C:14]([Br:17])=[CH:15][CH:16]=2)[C:10](O)=O)=[CH:6][CH:7]=1.[C:21]1([NH2:28])[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[NH2:27].O>CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:9]=2[C:10]2[NH:27][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[N:28]=2)=[C:4]([C:18]2[NH:27][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[N:28]=2)[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7243O-PhenylenediamineHCID 12808220HCID 12808220, compound

Product 1

HCID 19915239HCID 19915239, compound

Reagents, catalysts & solvents 1

HCID 86584057Phosphorus Pentoxide-Methanesulfonic AcidSolvent

Conditions

Temperature
100 °C

Procedure

To a mixture containing 3.0 g of 4,4'-dibromodiphenic acid and 1.8 g of o-phenylene diamine was added 100 g of polyphosphoric acid (85%). The mixture was stirred and heated at 60° C. for 1 hour, 100° C. for 1 hour, and finally at 160° C. for 24 hours. The cooled heterogenous mixture was poured into 2L of distilled water. The procedure was not successful in that the product was identified as an anhydride (IR, MS and elemental analysis). This procedure was repeated using methanesulfonic acid/phosphorus pentoxide and polyphosphoric acid/sulfolane as solvents. The same result was obtained.

Workup

  1. customThe same result
  2. customwas obtained

Sources & evidence

ORD record
ord-a196190597684733b0b864d33588df8e
Source dataset
uspto-grants-1992_01
Patent number
US05081256

Reaction notes

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