1,4-Dicyanobenzene → 1,4-Cyclohexanedimethanamine

HRID 1834491Notes

Reaction equation

HRID 1834491 reaction equation
[C:1](#[N:10])[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1>C(O)C>[NH2:7][CH2:6][CH:5]1[CH2:8][CH2:9][CH:2]([CH2:1][NH2:10])[CH2:3][CH2:4]1

Participants

3

Reactant 1

HCID 121721,4-Dicyanobenzene

Product 1

HCID 173541,4-CyclohexanedimethanamineYield 8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Terephthalonitrile was hydrogenated following the procedure of Example 2 with ethanol as solvent but at a pressure of 500 psi. After 300 min. the reaction product was analyzed. It contained 8% yield of 1,4-bis(aminomethyl)cyclohexane and much byproduct showing that good results cannot be obtained at a pressure less than 750 psi.

Sources & evidence

ORD record
ord-fc772b6d31614049b02321495f6e0215
Source dataset
uspto-grants-1978_01
Patent number
US04070399

Reaction notes

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