CYANOGEN COMPOUNDS. 219 



soluble mass. Boiled for a short time with hydro 

 chloric acid, 1 it is converted into triethylammeline 3 1I 2 

 (C 2 IP) 3 N 5 ; when digested for several hours with it, 

 ethyl cyanurate is formed. 



Guanidine, CIFST 3 = C j ^^ The hydriodate 



is formed by heating cyanogen iodide with alcoholic 

 ammonia to 100; the hydrochlorate by heating an 

 alcoholic solution of cyanamide with ammonium 

 chloride to 100; by heating chloropicrin (p. 37) or 

 orthocarbamic ether with aqueous ammonia to 150- 

 160, or w T ith alcoholic ammonia to 100 ; by oxidizing 

 guanine with hydrochloric acid and potassium chlorate ; 

 by conducting dry hydrochloric acid over biuret (p. 

 221). The free base, separated from the sulphate by 

 means of baryta water, is a crystalline, strongly alka 

 line, caustic tasting mass, which takes up moisture 

 and carbonic anhydride from the air. Strong mona- 

 tomic base. 



Guanidine hydrochlorate, CtKN&quot; 3 .HCl, is easily 

 soluble in water and alcohol. With platinum chloride 

 it yields a double salt (CiFN 3 .HCl) 2 PtCl 4 , which crys 

 tallizes in yellow needles. With gold chloride, long 

 needles CHW.HCLAuCl 3 . 



Guanidine nitrate, CH^.IIITO 3 , forms large 

 lamellar crystals, difficultly soluble in water. 



Methylguanidine (Methyluramine), C 2 H 7 I^ 3 = CH 4 

 (C1P)N 3 . Is formed by boiling a solution of creatine 

 w r ith mercury oxide ; by the action of potassium hyper- 

 manganate on a warm solution of creatinine, which 

 contains caustic potassa; and by heating cyanamide 

 with methylamiiie in alcoholic solution. Colorless, 

 very deliquescent mass. Yields salts that crystallize 

 well. 



Triethylguanidine, CH 2 (C 2 H 5 ) 3 m Is obtained by 

 digesting an alcoholic solution of diethylsulphocar- 

 bamide, containing ethylamine, with mercury oxide. 



