Piperazine → 3-(Piperazin-1-yl)isoquinoline

HRID 280687Notes

Reaction equation

HRID 280687 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>COCCOCCOC>[N:12]1([C:2]2[N:3]=[CH:4][C:5]3[C:10]([CH:11]=2)=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 6409683-Chloroisoquinoline

Product 1

HCID 130255693-(Piperazin-1-yl)isoquinolineYield 92.1%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

2.0 g of 3-chloroisoquinoline are boiled under reflux for 120 hours with 20 g of piperazine in 100 ml of diethylene glycol dimethyl ether. Working up as in Example 1 gives 2.4 g of 3-(piperazin-1-yl)-isoquinoline, melting point 95°-96°; its hydrochloride decomposes at 266°-268° C.

Sources & evidence

ORD record
ord-bce4116210094e498f296e8bd1c07d3f
Source dataset
uspto-grants-1986_05
Patent number
US04590273

Reaction notes

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