Preparation of melatonine and mexamine

Details Preparation of melatonine and mexamine Preparation of melatonine and mexamine

1986-10-31

1988-09-20

Ceperley, Mary E.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548507, C07D20916

Patent

active

047727268

ABSTRACT:
Melatonine is obtained by methylating N-acetyl serotonine in the 5-position. Mexamine is obtained by de-acetylating melatonine in a hot alkaline solution containing a water-insoluble alcohol and acidifying the alcohol phase with hydrochloric acid.

REFERENCES:
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patent: 3686213 (1972-08-01), Poletto et al.
Flaugh, et al., "Synthesis and Evaluation of . . . Melatonin . . . ," J. Med. Chem. 22, pp. 63-69 (1978).
Pollack and Bender, "Alkaline Hydrolysis of p Nitro-acetanilide . . . ," J. Am. Chem. Soc., 92:7190 (1970).
McOmie, J. F. W., Protective Groups in Organic Chemistry, Plenum Press, NY (1973), pp. 45-50.
Rogawski, et al., "Melatonin: Deacylation to 5-Methoxytryptamine . . . ", Chem Abst. 91:137923(b) (1979).
A. Kiyoshi, et al., "DNA-DNA Hydridization at Low Temperature . . . , " Chem. Abst. 73:171(p) (1970).
Kanduc, Darja, "Methylation Patterns pf TRNA . . . ", Chem. Abst. 92, 209815p (1979).
Barciszewski, et al., "Chemical Probes for TRNA Tertiay Structure . . . ," Chem. Abst. 98:122373(t).
Christen, H. R., Fundamentals of Organic Chemistry (1970), pp. 1-4.

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