PEYOTE (Hive Bee)
10-07-01 21:41
No 221311
      A possible new pathway for ICE  Bookmark   

I've UTFSE and seen that there are some post talking 'bout ICE produced by urea and something else. I've mumbled this, from P1P alpha-halogenated and urea.

I'll look for refs for every single steps....

For now, what do you think about this? Have anyone any idea for the reduction in the last step?
(Hive Bee)
10-08-01 18:30
No 221687
      Re: A possible new pathway for ICE  Bookmark   

I've found some refs for ICE and a route like this:

On Beilstein (BRN 149933) there are 5 type of reactions; I've found that on Yakugaku Zasshi (a Japanese journal of pharmacological chemistry), (1948), 68, 70 it is possible make ICE from 1,2-dibromo-1-phenylpropane (from propenylbenzene!) and urea.

Other refs are:

on the same journal, (1978), 98(5), 611-617;
Heterocycles, (1997), 6(9-10), 1604-9
Berichte, (1931), 64, 1076-86 (in german!)
J. Med. Chem., (1963), 6, 266-72 (with CNBr, usual route)

On Chemical Abstract:

93:220636x --> Eur. J. Med. Chem. - Chem. Ther., (1980), 15(2), 111-17 (also this in german)

Unfortunately I cant achieve these refs and I dont know gernan, so I someone could please help me... wink
(Chief Bee)
10-21-04 19:53
No 537066
      1-Phenyl-1,2-Dibromopropane + Urea -> 4-MAR
(Rated as: good read)

Here's the CA entry from the abovementioned article which supposedly would tell us how to go from 1-phenyl-1,2-dibromopropane to 4-MAR with urea, but unfortunately it seems like this short abstract is incomplete. But nevertheless, it still contained some interesting information about ephedrine-relaed chemistry.

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