1165 
cho ORE CONH, Cr 
H| OH HIOH \ H OH HOH 
HO H BREE LO + NaOC]+NaQH> HOH +NaNCO 
EDE EL er H OH H OH 
H OH H OH H OH | 
‘oi Coin Coin Coin 
d-glucose *) lactone d-oluconamide d-arabinose 
d-gluconate 
The d-gluconamide is prepared by passing ammonia into the 
absolute-aleoholie solution of the lactone. It erystallises in needles 
m.p. 142148" [a]? = + 33,8°. The rotation in aqueous solution 
slowly retrogrades, probably due to saponification. In an impure 
condition the amide has already been prepared by Irvine, THomson 
and GARRETT. *) 
The d-arabinose obtained from the amide with alkaline hypochlorite 
solution was isolated as diphenylhydrazone*). It melted at 202°—203° 
(corr. 206°—207°). ToLLeNs and MAURENBRECHER*) give as the melting 
point 204°—205°. 
0,1348 gr. gave 10,4c¢.c.N at 14°C and 755 mm. 
Found: 8,97 °/, N 
Calculated for C,,H,,0,N,: 8,86 °/, N 
The melting point of a specimen of diphenylbydrazone, prepared 
from d-arabinose, which I received from the laboratory of the 
Department of Finances at Amsterdam through the agency of Prof. 
BLANKSMA, and which had been prepared according to Rurr’s method, was 
likewise found to melt at 202°—203°; a mixture of the two melted 
at the same temperature. 
The yield of hydrazone amounted to 50°/, of the theoretical 
amount calculated on amide. 
From the diphenylhydrazone the d-arabinose was liberated with 
formaldehyde. M.p. 156°—157° [a] 1° = — 105,7° (24 hours after 
dissolving.) 
0,1018 gram gave 0,1488 gram CO, and 0,0633 gram H,O. 
Found: 39,86.°/,. 0; °.6,90°/, H 
Calculated for C,H,,O,: 40 °/, C; 6,67°/, H 
1) For the sake of convenience the aldehyde formula is used here for the sugars. 
2) J. Ch. Soc. 103, 245 [1913]. 
3) NeuserG, Zeitschr. i. physiologische Ch. 35, 34 [1902]. 
*) Ber. 38, 500 [1905]. Neupera’s statement as to the melting point being 218° 
is incorrect (see TOLLENS). 
