Am.  Jour.  Pharm. 
July,  1903. 
Epinephrin  and  its  Compounds. 
319 
C10H13NO3,  which  I  have  now  finally  adopted  for  the  basic  substance 
in  my  whole  series  of  epinephrin  compounds : 
Calculated  for 
Found.  [C17H15N04(CO  .  NH  .  C6H5)2]oH2S04. 
C  =63-14  C  =63-48 
H  =  4-89  H  =  478 
H2S04  =   8-46  H2S04=  8-36 
Analytical  data : 
0*2887  gramme  substance,  dried  at  ioo°  C,  gave  0*6684  gramme  C02  and  0*127 
gramme  H20;  therefore,  C  =  63*14  per  cent,  and  H  =  4*89  per  cent. 
0*2506  gramme  dried  at  ioo°  C,  analyzed  by  Liebig's  method,  gave  0*0505 
gramme  BaS04;  therefore,  H2S04  =  8*46  per  cent. 
In  concluding  this  part  of  my  work  I  would  add  that  the  sulphate 
just  described  is  insoluble  in  water  and  that  other  salts  of  the  above 
ester  are  readily  formed.  Among  these  salts  the  picrate  is  notable 
in  that  it  may  be  obtained  in  the  form  of  large,  thin  crystalline 
plates,  from  concentrated  solutions  in  very  dilute  alcohol.  There 
are  indications  also  that  monobenzoyl  epinephrin  can  take  up  a 
third  molecule  of  phenylisocyanate  (CO  :  N  .  C6H5)  and  thus  yield 
the  phenylcarbamic  tri-ester  of  monobenzoyl  epinephrin. 
NOTE  ON  THE  BENZOYL  COMPOUND  OF  THE  CRYSTALLINE 
HYDRATE  C10H13NO3^  H20. 
It  is  apparent  that  derivatives  of  epinephrin  may  now  be  more 
easily  and  economically  prepared  by  starting  with  the  hydrate  than 
by  using  the  more  cumbrous  method  that  necessitates  large  quanti- 
ties of  gland  extracts.  I  have  repeated  much  of  my  earlier  work, 
using  the  crystalline  hydrate  as  the  starting  point,  and  have  found 
that  the  methods  formerly  applied  to  extracts  now  led  to  identical 
results.  In  benzoating  the  hydrate  I  have  found  that  the  best 
method  is  to  use  powdered  sodium  carbonate  as  an  alkali,  adding  it 
in  proper  amounts  from  time  to  time. 
The  white  tarry  benzoyl  compound  is  easily  purified  by  the 
methods  already  described.  In  saponifying  the  benzoyl  compound 
I  have  found  it  best  not  to  use  sulphuric  acid  of  more  than  ^  or  1 
per  cent.,  and  not  to  let  the  temperature  of  the  autoclave  rise  above 
1280  to  1300  C.  After  exposing  it  to  this  temperature  for  two 
hours,  it  is  best  to  remove  the  portion  already  decomposed  and  to 
add  to  the  undecomposed  cake  of  benzoyl  compound  a  fresh  portion 
