THE AJSTTIBERIBERI VITAMINE 183 



Kjeldahl, only a third of it is determined. 0.1328 gram needed 

 4.0 cc. -rk H 2 S0 4 ; found, 4.21 per cent N. If the substance is 

 titrated with sodium hydroxide against phenolphthalein, then 

 0.0373 gram requires 2.8 cc. TTT NaOH. For a four basic acid 

 of the formula C24Hi90 9 N 5 , the calculated amount is 2.8 cc. That 

 this substance is of an acid nature, is very important and we shall 

 consider this phase of the matter again. As regards the therapeutic 

 action of substance I, examples are given in the table (p. 185). 



The filtrate and mother liquor combined, of substance I, which 

 gave a strong phenol and uric acid reaction, were precipitated by 

 picric acid; a crystalline precipitate was obtained, amounting to 0.9 

 gram; which was first recrystallized from a mixture of acetone and 

 alcohol and then from water. The once recrystallized substance still 

 gave a positive phosphotungstic acid reaction. On purification (light 

 yellow needles), the melting point was raised from 217 to 219 C. 

 (unconnected) and gave the following figures on combustion : 



4.70 mgm. gave 7.115 mgm. CO 2 and 0.98 nag. H 2 O; 41.29 per cent C; 2.33 per 



cent H. 



2.966 mgm. gave 0.436 cc. N (708 mm., 19.5C.), 15.99 per cent N. 

 4.212 mg. gave 0.61 cc. N (711 mm., 18C.), 15.89 per cent N. 

 0.1061 grain gave 0.1652 Nitron picrate, 65.91 per cent picric acid. 

 0.1261 grain gave 0.1951 Nitron picrate, 65.49 per cent picric acid. 



Calculated for Ci2H 8 9 N 4 (352. 12) -40.9 per cent C, 2.29 per cent 

 H, 15.91 per cent N and 65.05 per cent picric acid. This picrate was 

 quantitatively decomposed with nitron, and on concentrating gave 

 0.45 gram of silky, lustrous, colorless needles, the melting point of 

 which, after recrystallization, rose to 235 C. (uncorrected) . The 

 crystals were very easily soluble in water and gave no color reactions. 

 When dried at 100C. in vacuum, the analysis gave the following 

 figures : 



3.432 mgm. yielded 7.345 mgm. CO 2 and 1.10 mgm. H 2 O; 58.37 per cent C;3.62 



per cent H. 

 3.784 mgm. yielded 8.11 mgm. CO 2 and 1.325 mgm. H 2 O; 58.45 per cent C. 



3.92 per cent H. 



3.415 mgm. yielded 0.343 cc. N. (702 mm., 18.5C), 10.87 per cent N. 

 2.562 mgm. yielded 0.252 cc. N (15.5C.), 10.92 per cent N. 



Calculated for C 6 H 5 O 2 N (123.05) -58.3 per cent C, 41.08 per cent 

 H and 11.34 per cent N. The substance was evidently nicotinic acid. 



