GB1001711A - Processes for the dehydrogenation of steroid compounds, and the unsaturated steroid compounds thus produced - Google Patents

Processes for the dehydrogenation of steroid compounds, and the unsaturated steroid compounds thus produced

Info

Publication number
GB1001711A
GB1001711A GB27915/62A GB2791562A GB1001711A GB 1001711 A GB1001711 A GB 1001711A GB 27915/62 A GB27915/62 A GB 27915/62A GB 2791562 A GB2791562 A GB 2791562A GB 1001711 A GB1001711 A GB 1001711A
Authority
GB
United Kingdom
Prior art keywords
dicyano
steroid compounds
dehydrogenation
processes
steroid
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
GB27915/62A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf 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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB1001711A publication Critical patent/GB1001711A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises 21-acetoxy-6a -fluoro-16a - methyl - pregna - 1,4 - diene - 3,11,20-trione and processes for the dehydrogenation of steroid compounds, in which a 3-keto-D 4-steroid of the pregnane, estrane or androstane series is reacted in a neutral solvent at elevated temperature with 2,3-dicyano-5,6-dibromo-benzoquinone to form the corresponding 3-keto-D 1 4-steroid compound. Any unreacted 2,3-dicyano - 5,6 - dibromobenzoquinone may be reduced to 2,3-dicyano-5,6-dibromo-hydroquinone with sodium hyposulphite which is removed by fractional crystallization. Subsequently the 2,3 - dicyano - 5,6 - dibromobenzohydroquinone may be isolated from the dehydrogenation reaction product and subjected to nitric oxidation to recover 2,3-dicyano-5,6-dibromobenzoquinone. Specifications 902,293, 912,015, 924,931, 926,472, 934,707, 970,485 and 1,001,712 are referred to.
GB27915/62A 1961-07-19 1962-07-19 Processes for the dehydrogenation of steroid compounds, and the unsaturated steroid compounds thus produced Expired GB1001711A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR868385A FR1313082A (en) 1961-07-19 1961-07-19 New process for preparing a substituted benzoquinone

Publications (1)

Publication Number Publication Date
GB1001711A true GB1001711A (en) 1965-08-18

Family

ID=8759622

Family Applications (2)

Application Number Title Priority Date Filing Date
GB27915/62A Expired GB1001711A (en) 1961-07-19 1962-07-19 Processes for the dehydrogenation of steroid compounds, and the unsaturated steroid compounds thus produced
GB38597/64A Expired GB1001712A (en) 1961-07-19 1962-07-19 A process for the preparation of 2,3-dicyano-5,6-dibromo-benzoquinone and this compound when thus prepared

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB38597/64A Expired GB1001712A (en) 1961-07-19 1962-07-19 A process for the preparation of 2,3-dicyano-5,6-dibromo-benzoquinone and this compound when thus prepared

Country Status (2)

Country Link
FR (1) FR1313082A (en)
GB (2) GB1001711A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103804268B (en) * 2013-12-29 2016-06-29 陕西师范大学 A kind of method efficiently synthesizing the functionalization enamine with high regioselectivity

Also Published As

Publication number Publication date
FR1313082A (en) 1962-12-28
GB1001712A (en) 1965-08-18

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