摘要 |
Ribitylaminobenzenes and triacyl derivatives thereof, of the probable general formula <FORM:0599016/IV/1> wherein R1 and R2 each represent hydrogen or lower alkyl and R3 represents hydrogen or an acyl residue of a lower fatty acid or of an aromatic acid of the benzene series are obtained by hydrogenating, preferably at pH 6 to 7, aromatic N-riboside or a complex salt thereof obtained by the process of Specification 599,013, in presence of a metal catalyst in a solvent. Reduction may be effected at atmospheric or superatmospheric pressures and at temperatures up to 100 DEG C. The terms "lower alkyl" and "lower fatty acid" refer to groups for compounds containing not more than 6 C atoms. Specified solvents are methanol, ethanol, water or dioxane; specified catalysts are Raney nickel, nickel-kieselguhr, palladium, palladium or carbon or other support platinum or platinum on suitable carriers. Advantageously the starting-material employed is a complex of the riboside and an alkali metal or ammonium salt. In example (of which (3) and (6) are for comparative purposes only): (1) a -xylidine-d-ribopyranoside, suspended in absolute alcohol containing Raney nickel is hydrogenated at 500 lbs. pressure at 60 DEG C. to produce N-ribityl-3 : 4-xylidine; (2) a -xylidine-d-ribopyranoside complex with sodium sulphate is hydrogenated as in (1) to yield the product of (1); (3) a -aniline-a -ribofuranoside is hydrogenated as in (1) to yield ribitylaniline; (4) a -aniline-N-d-ribopyranoside - sodium sulphate complex suspended in absolute alcohol containing Raney nickel is hydrogenated at 50 lbs. pressure at 65 DEG C. to yield ribitylaniline; (5) a -aniline-d-ribopyranoside suspended in dioxane containing Raney nickel, is hydrogenated at 65-75 DEG C. at 500 lbs. pressure to yield ribitylaniline; (6) a - 2 : 3 : 5 - tribenzoylaniline - N - d - ribofuranoside, in ethanol containing Raney nickel, is hydrogenated at 500 lbs. pressure at 60 DEG C.; (7) a - 2 : 3 : 4 - tribenzoylaniline - N - d - ribopyranoside is hydrogenated as in (6). |