In:
Collection of Czechoslovak Chemical Communications, Institute of Organic Chemistry & Biochemistry, Vol. 55, No. 11 ( 1990), p. 2677-2684
Kurzfassung:
The preparation of iodinated tricyclic antidepressive drug amitriptyline as the substrate for isotopic exchange labelling is described. Direct iodination of 10,11-dihydro-5 H -dibenzo[ a,d ]-cycloheptene-5-one leads mainly to 3,7-diiododerivative ( III ). Its structure was confirmed by means of single crystal X-ray diffraction analysis: monoclinic, P2 1 / c ; a = 13.315(2), b = 7.852(1), c = 13.584(2) Å, β = 103.67(2)°, Z = 4, R = 0.064 for 2 474 observed independent reflections. Iodinated ketone was transformed to 3,7-diiodo-5-(3-N,N-dimethylaminopropylidene)-10,11-dihydro-5 H -dibenzo[ a,d ]-cycloheptene (diiodoamitriptyline), by the reaction with dimethylaminopropylmagnesiumchloride and dehydration of the resulting alcohol. The product was isolated as hydrogen oxalate salt.
Materialart:
Online-Ressource
ISSN:
0010-0765
,
1212-6950
DOI:
10.1135/cccc19902677
Sprache:
Englisch
Verlag:
Institute of Organic Chemistry & Biochemistry
Publikationsdatum:
1990
