chemx01
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Preparation of acridine-9-nitrile
Hi,
I'm trying to make some luminescent acridine esters but in order to do so I need Acridine-9-carboxylic acid, which is made from acridine-9-nitrile. I
have a question about that procedure, because I can see, that the KCN solution is mixed with an acid, so I'm thinking would that relase HCN? Or would
the HCN be quickly reacted, so it can't escape? I think that because it's refluxing, the HCN can't be dissolved in the reaction mixture, but is it
possible, that when i'm filtering it, it can relase? I think that the best would be insert a bubbler with Na2S2O3 solution which will quickly form
thiocyanate if the HCN being relased or do you have better idea?
acridine-9-nitrile
Acridine (25 g, 0.14 mol) is dissolved in ethanol (110 ml) and the solution is added to glacial acetic acid (8 ml). A solution of KCN (12 g, 0.31 mol)
in 20 ml water is added and the mixture is stirred under reflux for 1 hr. After cooling, the precipitate is filtered off and washed with 2 M NaOH
solution and water. It is dissolved in chloroform and dried over anhydrous Mg2SO4. Evaporation of the filtrate to dryness and recrystallization from
n-propanol yields acridine-9-nitrile
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Ephoton
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if your worried about HCN I would drip the KCN solution into the stirred refluxing solution
then trap up with caustic.
e3500 console login: root
bash-2.05#
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chemx01
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Thanks,
but another question comes to mind, how to absorb the HCN produced?
You wrote something basic, that means it'll form NaCN , I'd rather completly destroy it. Is there such thing which i'll bubble HCN through and form
relatively harmless compound?
I know about oxidation via hypochlorite, but is there a better methond or is the hypochlorite efficient enough?
I thought that i'll bubble it trough sodium thiosulphate and form sodium thiocyanate, but I haven't found anyhting which prooves that it'll work, does
it work only in human body or does it work in this case?
Thank you very much for any suggestion or anything.
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Ephoton
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Posts: 463
Registered: 21-7-2005
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Mood: trying to figure out why I need a dark room retreat when I live in a forest of wattle.
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Never tried as cyanides are to hard for
me to get.
I would think basic KMnO4 as it will trap
the acid as a salt then hopefully oxidize
it.
The stronger the base the safer.
But why not recycle.
Bee green 
e3500 console login: root
bash-2.05#
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