xxxxx (Hive Bee)
06-25-04 17:57
No 515365
      2,4,5 trichloro phenethylamine/amphetamine?     

i had thought of producing 2,4,5 trichloro phethylamine/amphetamine by 1) chloromethylation of paradichlorobenzene (moth flakes) 2) adding the sodium anion of copper glycinate/alanate (see my post on protonation of copper glycinate) 3) decarboxylation 4) adding chlorine. would this work and what would be the yields? also is there any information on the effects of these compounds?
 
 
 
 
    Nicodem
(Hive Bee)
06-26-04 09:37
No 515513
      No go     

It is not possible to chloromethylate p-dichlorobenzene. Already chlorobenzene is deactivated to much. If you UTFSE you will find an excelent chloromethylation review (in djvu) that might help you.

“The real drug-problem is that we need more and better drugs.” – J. Ott
 
 
 
 
    xxxxx
(Hive Bee)
06-26-04 18:23
No 515558
      i have read a patent     

i have read a patent where paradichlorobenzene was chloromethylated. more than one chloromethyl group was added to produce a good yield of dichloromethyl paradichlorobenzene (in the patent this was the desired product).
 
 
 
 
    Rhodium
(Chief Bee)
06-29-04 23:23
No 516388
      References! Always provide references!     

Then provide the patent number so that we can verify your statement. Just saying "i have read a patent where paradichlorobenzene was chloromethylated" does not carry much weight and is useless to other people.

The Hive - Clandestine Chemists Without Borders
 
 
 
 
    starlight
(Hive Bee)
06-30-04 01:52
No 516441
      is it safe to eat trichlorinated compounds?     

We know that 4-chloroamphetamine is neurotoxic. Does additional halogen substitution remove this effect?
 
 
 
 
    Rhodium
(Chief Bee)
06-30-04 05:46
No 516485
      This is your rat on chloroamphetamines: *sizzle*
(Rated as: good read)
    

As far as I know, all known di- and trihalogenated amphetamines are virtually inactive in animal tests, as can be seen in the following article which tells us that 2,4-dichloro- and 2,4,5-trichloro-amphetamine may have slight DOM-like activity, but only at dosages which killed 25-75% of the rats...

Structure-Activity Relationships in Psychotomimetic Phenylalkylamines
F. A. B. Aldous, B. C. Barrass, K. Brewster, D. A. Buxton, D. M. Green, R. M. Pinder, P. Rich, M. Skeels, and K. J. Tutt
J. Med. Chem., 1974, Vol. 17, pp. 1100-1111 (1974) (../rhodium/pdf /sar.psychotomimetic.phenylalkylamines.pdf)

Abstract
A study has been made of the relationship between the structure of phenylalkylamines and potential correlates of their psychotomimetic activity. Optimum activity is associated with (a) an isopropylamine side chain, with a R-(-) configuration at the carbon atom a to the amino group, and (b) 2,5-dimethoxy substitution, together with an alkyl or halo group at position 4 that is probably limited in bulk to n-propyl or bromo. The activity of compounds in producing hyperthermia in rabbits provides good quantitative correlation with reported psychotomimetic activities in man.


The Hive - Clandestine Chemists Without Borders