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Topic: Reaction N-formamides with amines  (Read 4240 times)

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Offline HP

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Reaction N-formamides with amines
« on: March 25, 2005, 07:40:31 AM »
Hi

I am asking for the possibility of reaction N-formamides(RNHCHO) with primary amines to yeld N-formyl imines(like Shiff's bases). If possible such reaction to which amine athom will be formed the double bond after dehydratation  ???

R1NHCHO + R2NH2 = R2N=CHNHR1 +H2O  (1)
or
R1NHCHO + R2NH2 = R2N=CHNHR1 + H2O (2)

Thanks in advance
« Last Edit: March 25, 2005, 03:33:40 PM by HP »
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Offline AWK

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Re:Reaction N-formamides with amines
« Reply #1 on: March 25, 2005, 08:07:38 AM »
Amidynes can be obtained  from nitriles and salts of ammonia or amines by heating.
This method is rather not applicable to formamidines  (HCN is very toxic)
AWK

Offline HP

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Re:Reaction N-formamides with amines
« Reply #2 on: March 28, 2005, 08:01:12 AM »
Thanks for the reply AWK

Yes i know the reactions for the preparation of aldimines and particulary formamidines but i was wondering why the reaction of primary formamides with amines in aqueous media dont work analogiously as it works with aldehydes and amines forming Shiff's base... May be its because the NH athom close to the CHO group -and thatsbad for my purposes ;)
« Last Edit: March 28, 2005, 08:03:04 AM by HP »
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