Am.  Jonr.  Pharm. ) 
April,  1881.  J 
Researches  on  the  Cinchona  Alkaloids. 
left;  in  water  with  3HC1  — 54'3°.  The  platinu7n  salt  is  a  dark  yel- 
low, amorphous  precipitate,  which  gradually  becomes  crystalline. 
Acetyl-hijdrochlorapocinchonia,  Cjf)Ho2(C2H30)ClN20,  is  an  amorphous^ 
varnish-like  mass  which  melts  far  below  100°C.,  dissolves  readily  iui 
alcohol,  ether,  chloroform  and  acetone,  slightly  in  water,  readily  irt: 
acids,  and  is  precipitated  from  the  latter  solutions  by  ammonia  or 
caustic  soda  in  a  resinous  form.  Alcoholic  potassa  solution  upom 
warming  causes  the  rapid  separation  of  hydroclilorapocinchonia.  It: 
possesses  an  alkaline  reaction,  and  deviates  the  plane  of  polarized  lightr 
to  the  right;  in  alcohol  +108*0°;  in  water  with  3HC1  -|-118-8°. 
Its  platinum  salt  is  a  dark  yellow,  flocculent  precipitate,  difficultly 
soluble  in  water. 
Concluding  Observations. — The  above  researches  have  indubitably 
shown  that  quinia,  cinchonidia,  and  their  isomers,  each  contain  ane- 
hydroxyl  group,  which  they  are  capable  of  exchanging  for  acetoxyL 
These  hydroxyl  groups  could  still  be  met  with  in  the  last  derivative 
products  in  the  hydrochlorapo-bases,  proving  the  incorrectness  of 
Zorn's  views  that  one  hydrox^d  group  is  replaced  by  chlorine.  It  was 
further  found  that  in  the  acetic  ethers  of  cinchonidia  and  homocin- 
chonidia  the  character  of  the  respective  base  was  retained,  and  from^ 
them,  therefore,  in  the  one  case  cinchonidia,  and  in  the  other  homocin- 
chonidia  could  again  be  regenerated.  This  difference  may  pos&ibly 
depend  upon  the  condition  that  the  respective  hydroxyl  groups  in  these 
two  bases  do  not  occupy  the  same  position ;  on  treating  these  bases 
with  hydrochloric  acid,  however,  a  molecular  change  takes  place  hY 
which  this  distinction  disappears. 
From  the  admirable  researches  of  Butlerow  and  Wischnegradsky 
(^^  Ber.  der  deutsch.  chem.  Ges.,"  xi,  p.  1253,  and  xii,  p.  1480)7  it  fol- 
lows with  certainty  that  quinia,  like  cinchonia,  contains  besides  a. 
chinolin  nucleus,  also  a  pyridin  nucleus.  If  it  be  further  considered: 
that  both  bases  by  oxidation  with  potassium  permanganate  in  sulphurie- 
acid  solution  eliminate  the  CHg  group,  and  form  formic  acid,  and  that 
the  same  group  under  other  conditions  passes  into  COOH,  which  then 
remains  combined  with  the  chinolin  nucleus,  it  is  manifest  that  both, 
alkaloids,  and  certainly  also  their  isomers,  may  be  represented  with\ 
great  probability  by  the  following  formulas: 
^  C9H,N.OCH3  ^  C.H-N 
CII2  CIl2 
^X.OH  ^X.OH 
Quinia.  Cinclionia. 
