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Topic: protection of primary amine  (Read 6065 times)

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Offline ironnica

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protection of primary amine
« on: December 01, 2009, 08:44:59 PM »
Hello one and all. here's one thing that is wrecking my head. for every experiment we do in organic chemistry we have to draw out the mechanism, in quite a bit of detail. This is the first week that I have been unable to find anything that can give me even a slight insight into the mechanism. Here it is anyway:

Title: Synthesis of 2-hydroxyphenylphthalamide, protection of a primary amine.

added phthalic anhydride and 2-aminophenol (reactants) to reaction flask with glacial acetic acid. refluxed for 1hr at 125oC. cool and filter.

seemed like a simple experiment, got a very good yield, but....

please help

Offline stewie griffin

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Re: protection of primary amine
« Reply #1 on: December 01, 2009, 09:13:14 PM »
What do you know about the reactivity of anhydrides? Are the electrophilic or nucleophilic?
What about nitrogens with their lones pairs. Are they going to be nucleophiles or electrophiles?

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