Ribose anilide

While the melting points of the aniline glycosides, the so-called anilides, are too variable for identification purposes, the partially etherified sugars form anilides which have reliable melting points and such anilides are widely used for identification purposes. Sirupy 2,3,5-trimethyl-D-ribose, for instance, has been converted into a crystalline anilide,89 presumably aniline 2,3,5-trimethyl-D-ribofuranoside. An investigation of the configuration and properties of such derivatives would seem highly desirable. 

Deoxy-P-D-ribose [533-67-5] M 134.1, m 86-87°, 87-90°, [a] -56° (c 1, H2O after 24 hours). Dissolve 2-deoxy-p-D-ribose in a little H2O, evaporate to a syrap (in a vacuum), and seed to crystallise. Triturate the crystals with a little EtOAc containing 5% MeOH, decant and dry in vacuum over P2O5. It is best purified via the anilide which separates from a mixture of the ribose (100-125g) in MeOH (100ml) and redistilled aniline (40ml) in a few minutes. After standing for 20 hours at room temperature, it is cooled to 0°, filtered, washed... 

Deoxy-D-ribose 97° -58° A7-Phenylglycosyl-amine (anilide) > 2 174 Deoxyribonucleic acids... 

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