I have been trying to synthesise it using Glucosamine HCl and Succinic Anhydride along with triethylamine. But I am unable to get a good yield of the product. Kindly provide valuable suggestions
https://www.researchgate.net/.../283182959_N-succinyl_chitosan_pre...
pl suggest solvent used in reaction .it should be a protic otherwise succinic anhydride will converted to succinic acid
Hi
Try to perform the reaction in inert atmosphere. and avoid polar solvents
A two-step process is probably required. Initial formation of the succinic acid mono-amide should be simple, and can be done in any mutual solvent. Cyclization should be done in acetic anhydride, with an excess of a weak base like pyridine or sodium acetate. (See attached review.) This would yield the tetraacetate of the desired product, which you should be able to deacetylate with ammonia in methanol.
It is also possible to silylate the OH groups, and then carry out the two-step imide formation: J. Chem. Soc., Perkin Trans. 1, 2001, 801-806.
The reaction should be carried out in inert atmospheric condition. Possibilities of side reactions can be avoided by using non-polar solvent(s). I'm agree with James Demers second suggestion to perform the reaction by imide foramtion via two steps.
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