M-Phenylenediamine → M-Phenylenediamine

HRID 1886229Notes

Reaction equation

HRID 1886229 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1>[Pd]>[NH2:8][C:1]1[CH2:6][CH2:5][CH2:4][C:3](=[NH:7])[CH:2]=1.[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1

Participants

4

Reactant 1

HCID 7935M-Phenylenediamine

Product 2

HCID 7935M-PhenylenediamineYield 29%HCID 10855406HCID 10855406, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The reaction described in Example 1 was repeated except a 5% palladium on barium carbonate catalyst was used for the m-phenylenediamine hydrogenation resulting in a 70% GC yield of the acetate salt of 3-amino-2-cyclohexene-1-imine and 29% m-phenylenediamine remaining. On hydrolysis, a 62% isolated yield of 3-amino-2-cyclohexene-1-one was obtained.

Sources & evidence

ORD record
ord-e63f3148a97c4227b14c3bebe6d785f8
Source dataset
uspto-grants-1992_09
Patent number
US05149874

Reaction notes

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