Working on the reaction of urea with fatty acid and did not find many literature examples.
Dissolve both in Xylene and do a reflux of the xylene removing the water as an azeotrope where the xylene is put back into the solution. The result will be a solution of the diamide in xylene. Use the same procedure as in any of these examples, dissolving the fatty acid and the urea together. The temperatures of the reactions, refluxing should be similar.
Thank you Prof Douglass. I went through the patent but the reaction of urea has not included there. I am just wondering if you have experience on those synthesis earlier. Usually, urea get decomposed at 120 oC or above.
Hi, the following info was taken from ''Diacylureas. I. Preparation and properties of diacylureas derived from normal aliphatic acids'' by Stoughton, Roger W. Journal of Organic Chemistry, 1938, Volume2 Pages514-21
The most convenient lab. procedure for the prepn. of normal aliphatic diacylureas consists in the reaction of an acid halide or anhydride with a monoacylurea, in the presence of H2SO4. The monoacylureas were prepd. by adding, dropwise, 0.15 mole acid chloride to a boiling soln. of 0.17 mole urea in 25 cc. C6H6 and 2 drops concd. H2SO4, in a flask provided with a mech. stirrer and a reflux condenser; after 4 hrs. refluxing the sepd. solid was washed with petr. ether, NaHCO3 soln. and water. The following monoacylureas were prepd. in 75- 85 % yield, in this way: acetyl, m. 216- 17°, propionyl m. 210- 11°, butyryl, m. 173- 4°, valeryl, m. 182- 3°, caproyl, m. 192- 3°, enanthyl, m. 191- 2°. The diacylureas were prepd. in 75- 85 % yield by refluxing, for 4- 6 hrs., 0.13 mol. acid chloride with 0.1 mol. monoacylurea in 30 cc. C6H6 to which 3 drops concd. H2SO4 had been added. Where the acyl groups are different, slightly better yields are obtained by introducing the larger acyl group in the urea mol. first.
hope this helps. Good luck!
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