ES270872A1 - Improvements in or relating to lysergic acid derivatives - Google Patents

Improvements in or relating to lysergic acid derivatives

Info

Publication number
ES270872A1
ES270872A1 ES0270872A ES270872A ES270872A1 ES 270872 A1 ES270872 A1 ES 270872A1 ES 0270872 A ES0270872 A ES 0270872A ES 270872 A ES270872 A ES 270872A ES 270872 A1 ES270872 A1 ES 270872A1
Authority
ES
Spain
Prior art keywords
acid chloride
lysergic acid
acid
lysergic
preparation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES0270872A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz AG
Original Assignee
Sandoz AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CH1113260A external-priority patent/CH392529A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of ES270872A1 publication Critical patent/ES270872A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 8

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

The invention comprises compounds of the general formula <FORM:0991115/C2/1> (in which R1 is hydrogen or C1- 4 alkyl, \sGx y represents <FORM:0991115/C2/2> and Hal signifies a chlorine, bromine or iodine atom) in the form of their acid addition salts and a process for their preparation in which the corresponding acid, or an alkali metal salt thereof, is reacted with a phosphorus halide, a phosphorus oxyhalide or a thionyl halide. The examples show the preparation of the hydrochlorides of D-lysergic acid chloride, D-dihydrolysergic acid chloride and 1-methyl-D-lysergic acid chloride. The starting material for the last preparation is prepared by hydrolysing 1-methylergotamine by refluxing with an aqueous suspension of barium hydroxide. The above compounds may be used as starting materials in the production of ergot alkaloids of the peptide type, for example ergotamine or 9,10-dihydroergotamine may be synthetized by reacting lysergic acid chloride hydrochloride or 9,10-dihydrolysergic acid chloride hydrochloride resspectively with amin cyclol hydrochloride of formula <FORM:0991115/C2/3> Lysergic acid diethylamide, lysergic acid butanolamide and ergonovine may also be prepared from the acid chlorides. Specification 988,001 is referred to.
ES0270872A 1960-10-04 1961-10-02 Improvements in or relating to lysergic acid derivatives Expired ES270872A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1113260A CH392529A (en) 1960-10-04 1960-10-04 Process for the production of halides of lysergic acid respectively. Dihydrolysergic acid series
CH954861 1961-08-16

Publications (1)

Publication Number Publication Date
ES270872A1 true ES270872A1 (en) 1962-06-01

Family

ID=25704981

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0270872A Expired ES270872A1 (en) 1960-10-04 1961-10-02 Improvements in or relating to lysergic acid derivatives

Country Status (5)

Country Link
CY (1) CY447A (en)
ES (1) ES270872A1 (en)
GB (1) GB991115A (en)
LU (1) LU40657A1 (en)
MY (1) MY6900055A (en)

Also Published As

Publication number Publication date
CY447A (en) 1968-08-01
LU40657A1 (en) 1962-03-29
GB991115A (en) 1965-05-05
MY6900055A (en) 1969-12-31

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