ES434650A2 - Method for the preparation of derivatives of spiro-(4,5)-decane and derivatives thus obtained - Google Patents

Method for the preparation of derivatives of spiro-(4,5)-decane and derivatives thus obtained

Info

Publication number
ES434650A2
ES434650A2 ES434650A ES434650A ES434650A2 ES 434650 A2 ES434650 A2 ES 434650A2 ES 434650 A ES434650 A ES 434650A ES 434650 A ES434650 A ES 434650A ES 434650 A2 ES434650 A2 ES 434650A2
Authority
ES
Spain
Prior art keywords
formula
temperature
adduct
piperidone
vii
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
ES434650A
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.)
Buskine SA
Original Assignee
Buskine SA
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
Application filed by Buskine SA filed Critical Buskine SA
Publication of ES434650A2 publication Critical patent/ES434650A2/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or 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 to ring carbon atoms
    • C07D211/40Oxygen atoms
    • C07D211/44Oxygen atoms attached in position 4
    • C07D211/48Oxygen atoms attached in position 4 having an acyclic carbon atom attached in position 4
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06Preparation of nitro compounds
    • C07C201/12Preparation of nitro compounds by reactions not involving the formation of nitro groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • C07F3/003Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Improvements introduced in the object of the main patent nº 396186, granted on October 24, 1973, envelopes Procedure for the preparation of a chemical synthesis of oxa-1, oxo-2, diaza-3,8, phenethyl-8, spiro (4,5) decane, of general formula (I), starting from the N-substituted 4-piperidone of formula (IV), characterized in that the N-substituted 4-piperidone is reacted, according to the technique, of the modified Reformatzkij, in a solvent mixture of benzene and anhydrous ethyl ether, at a temperature between 0 and 15ºC, with the organometallic adduct of the formula: **(See formula)** derived from an alpha-halogen-ester (V), with precipitation, at low temperature, and by progressive addition of ether, from the adduct of formula: **(See formula)** This adduct is hydrolyzed with aqueous acetic acid to the betahydroxyester (VI), which is reacted for a time of 8-30 hours and at a temperature of 20-60C, with excess hydrazine NH2NH2H20, in the limits of 1: 1: 3, at 1: 100, obtaining the corresponding β-hydroxyhydride (VII), and finally the β-hydroxyhydrazides (VII) undergo a Curtius rearrangement reaction by the action of excess nitrous acid, in the presence of dilute mineral acid, at temperature Variable between room temperature and 60ºC keeping the acidic aqueous mixture under a layer of organic solvent. (Machine-translation by Google Translate, not legally binding)
ES434650A 1974-02-12 1975-02-12 Method for the preparation of derivatives of spiro-(4,5)-decane and derivatives thus obtained Expired ES434650A2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH205374A CH601304A5 (en) 1974-02-12 1974-02-12

Publications (1)

Publication Number Publication Date
ES434650A2 true ES434650A2 (en) 1977-02-01

Family

ID=4224819

Family Applications (1)

Application Number Title Priority Date Filing Date
ES434650A Expired ES434650A2 (en) 1974-02-12 1975-02-12 Method for the preparation of derivatives of spiro-(4,5)-decane and derivatives thus obtained

Country Status (11)

Country Link
JP (1) JPS50112376A (en)
AR (1) AR207856A1 (en)
AU (1) AU498871B2 (en)
BE (1) BE825444R (en)
CA (1) CA1033363A (en)
CH (1) CH601304A5 (en)
DE (1) DE2505143A1 (en)
ES (1) ES434650A2 (en)
FR (1) FR2262666A2 (en)
GB (1) GB1495647A (en)
ZA (1) ZA75780B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES517622A0 (en) * 1982-11-23 1983-12-16 Faes PROCEDURE FOR PREPARING A NEW SPIRODEAN.
YU150489A (en) * 1989-08-10 1992-12-21 W.L. Gore & Co. Gmbh. DEVICE FOR TESTING CLOTHES FOR WATERPROOFNESS
NZ292289A (en) * 1994-08-24 1998-05-27 Astra Ab Spiro-azabicyclic compounds useful in treating cns disorder
DE102005030051A1 (en) * 2005-06-27 2006-12-28 Grünenthal GmbH New substituted 1-oxo-3,8-diazospiro(4.5)-decan-2-one compounds are 5-hydroxy tryptamine uptake receptor inhibitors, useful to treat and/or prevent e.g. pain, migraine, chronic paroxysomal hemicrania, depression and asthma

Also Published As

Publication number Publication date
AU498871B2 (en) 1979-03-29
ZA75780B (en) 1976-01-28
BE825444R (en) 1975-05-29
AR207856A1 (en) 1976-11-08
FR2262666A2 (en) 1975-09-26
CA1033363A (en) 1978-06-20
CH601304A5 (en) 1978-07-14
DE2505143A1 (en) 1975-08-14
GB1495647A (en) 1977-12-21
JPS50112376A (en) 1975-09-03
AU7806975A (en) 1976-08-12

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Legal Events

Date Code Title Description
FD2A Announcement of lapse in spain

Effective date: 20170705