Notes on scientific research. 119 



aminomethylenecamphor, the methylcamphoramine (I). All the attempts of the authors 

 to obtain this body failed, however, both by the reaction of camphylbromomethane 

 with ammonia, and by the reduction of the aminomethylenecamphor. But several 

 other, new compounds were obtained. In the reaction of camphylbromomethane upon 

 ammonia, a secondary base, dicamphomethylamine, was formed, the origin of which 

 is explained as follows:— From camphyl bromomethane, ammonia first splits off 

 hydrogen bromide, methylenecamphor being formed; 1 molecule of ammonia then unites 

 with 2 molecules of methylenecamphor. 



/CH-CHa'Br /C = CH2 



C 8 H 14 < I ^ C 8 H 14 < I 



x co x co 



Camphylbromomethane. Methylenecamphor. 



C = CH 2 /CH-CH 2 -NH-CrVCH v 



2C S H 14 <| -f NH 3 = C 8 H 14 < I I >C 8 H 14 



x co x co oc^ 



Dicamphomethylamine. 



The dicamphomethylamine was further prepared by the direct union of ammonia 

 and methylenecamphor and by the action of ammonia on camphyl-carbinol under 

 pressure. The amine (CiiHi 7 0) 2 NH, an amorphous, white mass of m. p. 124°, formed 

 salts, sparingly-soluble in water, (oxalate, hydrochloride and hydrobromide), a nitroso- 

 amine C^HgiOs^ (m. p. 106°) and a benzoyl derivative C29H39O3N (m. p. 132°). The 

 constitution of the amine was determined by preparing it also, by means of reduction 

 with aluminium amalgam in neutral solution, from the already-known methylene- 

 camphorimide. 



Although the preparation of the primary basis (I) looked-for was not successful, the 

 authors were able to prepare a derivative, the diethyl-campho-methylamine (II, b. p. 137° 

 [8.5 mm.]) from methylene camphor and diethylamide. 



The reduction of aminomethylenecamphor with aluminium amalgam yielded a 

 secondary basis (III), m. p. 145 to 147°, very similar and isomeric to dicamphor- 

 methylamine, the constitution of which has not definitely been established so far. 



Finally a few quaternary ammonium compounds were prepared, such as methylene- 

 camphor-trimethyl-ammonium chloride, m. p. 162°. This research is not yet completed. 



C 8 Hi4< 



/CH-CrVNH* 





/CH-CH2 



C 8 H 14 < | 



•N(C 2 H 5 ) 2 



(I) Methylcamphoramine. 





(II) Diethyl-campho-methylamine, 





/CH 3 



X-NH-OVCH. 



CsH 14 < I I >C 8 H U 







(III) Secondary 



base, isomeric 



with dicamphomethylamine. 



