CYANOGEN COMPOUNDS. 219 



soluble mass. Boiled for a short time with hydro- 

 chloric acid, it is converted into triethylammeline C 3 IP 

 (C 2 H 5 ) 3 N 6 ; when digested for several hours with it, 

 ethyl cyanurate is formed. 



Guanidine, CH 5 K 3 = C j ^ 2)2 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 with alcoholic ammonia to 100; by oxidizing 



fuanine with hydrochloric acid and potassium chlorate ; 

 y 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, CH 5 N 3 .HC1, 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 CIMsXHCl.AuCl 3 . 



Guanidine nitrate, CH 5 l!^ 3 .HN0 3 , forms large 

 lamellar crystals, difficultly soluble in water. 



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

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

 with mercury oxide ; by the action of potassium hyper- 

 manganate on a warm solution of creatinine, which 

 contains caustic potassa; and by heating cyanamide 

 with methylamine 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. 



