Ill 



ON THE SYNTHESIS OF ALBUMINS 119 



In this paper, while describing the action of benzoyl chloride on 

 silver glycocollate, Curtius states, ' in addition to hippuric acid, a 

 series of acids is formed in which each successive member contains 

 one " glycocoll minus water " or " NH . CH 2 . CO-group " more than 

 does the preceding one.' All the recent work of Curtius and his 

 pupils 1 is based on Schotten-Baumann's method of benzoylation, and 

 on the principle of substituting acid-azides for acid-chlorides. 2 



Hydrazides are derived from acids by substituting -NH . NH 2 for 

 the hydroxyl group, OH ; while azides are obtained by substituting 

 the radical N 3 : 



CO . OH CO NH . NH 2 CO N<^ || 



n o N 



\/ \/ \/ 



Beuzoic acid. Benzhydrazide. Benzaride. 



CO N^ || + NH 2 .CH 2 .COOH= CO NH . CH 2 . COOH 



\ X N /\ 



Benzazide + glycocoll = hippuric acid + nitrohydric acid. 



The synthesis of hippuric acid from benzazide and glycocoll "is, 

 according to Curtius, 3 a very satisfactory one, as shown by the 

 results his pupils Hallaway and Darmstaedter obtained ; 4 he therefore 



1 Th. Curtius, JBer. d. deutsch. chem. Gesdl 35. 3226 (1902). 

 I. Journ. f. prakt. Chem. [2] 7O. 57 (introductory remarks). 



II. Curtius and Wiistenfeld, ibid. p. 73 (glycylchains + hippurazide). 



III. Curtius and L. Levy, ibid. p. 89. 



IV. Curtius and E. Lambotte, ibid. p. 109 (a-alanin + hippurazide). 



V. Curtius and C. F. van der Linden, ibid. p. 137 (linking up a-alanin and glycin 



by means of benzoyl-alanin-azide. 

 VI. Curtius and H. Curtius, ibid. p. 158 (linking up aspartic acid chains with 



hippurazide). 

 VII. Curtius and O. Gumlich, ibid. p. 195 (jS-amino-a-oxypropionic acid and 0-amino- 



butyric acid + hippurazide). 

 VIII. Curtius and E. Miiller, ibid. p. 223 (linking up of hippuryl-y-amino butyric acid 



and hippuryl-/3-phenyl-a-alanin. 



IX. Curtius and W. Lenhard, ibid. p. 230 (interaction between acid azides and urea ; 

 action of phenylcarbaminic! acid-azide on glycocoll. 



2 The azide-reaction described above holds also good for j3- and y-amino-acids. 



3 Th. Curtius, Journ. f. prakt. Chem. [2] 5O. 285. 



4 R. R. Hallaway, Uber das Hydrazid und Azid der m-Nitrohippursaure, Inaug. Diss. 

 Heidelberg, 1901; E. Darmstaedter, Uber das Hydrazid der n-Tetramethylendikar- 

 bonsdure (Adipinsaure), Inaug. Dissert. Heidelberg, 1902. Printed by Karl Rossler. 



