N-Phenyl-p-phenylenediamine → HCID 15065940, compound

HRID 2165356Notes

Reaction equation

HRID 2165356 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[CH2:23][CH3:24])(OCC)OCC>C(O)C>[NH:7]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][CH:1]=[N:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:24]3[CH:23]=[CH:2][CH:3]=[CH:4][CH:5]=3)=[CH:10][CH:9]=2)=[CH:10][CH:9]=1)[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 7564N-Phenyl-p-phenylenediamineHCID 31214Ethyl orthoformate

Product 1

HCID 15065940HCID 15065940, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The procedure of Example 1 is repeated using 10.0 g (0.054 mol) of N-phenyl-1,4-phenylenediamine and 3.3 g (0.22 mol) of triethyl orthoformate. The residue is slurried with ethanol to give 7.4 g (83%) of a brown solid, mp. 173°-175° C.

Sources & evidence

ORD record
ord-2bffc21e40754691a7bbeb702e9ac2ac
Source dataset
uspto-grants-1990_07
Patent number
US04939300

Reaction notes

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