GB864609A - Improvements in or relating to the preparation of 4-chloro-3-keto-í¸-steroids - Google Patents

Improvements in or relating to the preparation of 4-chloro-3-keto-í¸-steroids

Info

Publication number
GB864609A
GB864609A GB15920/57A GB1592057A GB864609A GB 864609 A GB864609 A GB 864609A GB 15920/57 A GB15920/57 A GB 15920/57A GB 1592057 A GB1592057 A GB 1592057A GB 864609 A GB864609 A GB 864609A
Authority
GB
United Kingdom
Prior art keywords
chloro
testosterone
chlorine
keto
steroids
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
GB15920/57A
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.)
Pfizer Italia SRL
Original Assignee
Farmaceutici Italia SpA
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 Farmaceutici Italia SpA filed Critical Farmaceutici Italia SpA
Publication of GB864609A publication Critical patent/GB864609A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J5/00Normal 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises 4-chloro-testosterone cyclopentylpropionate and a process for the preparation of 4-chloro-3-keto-D 4-steroids by reacting 3-keto-D 4-steroids with chlorine in an organic solvent which is inert to chlorine such as carbon tetrachloride, preferably in the presence of a tertiary organic base such as pyridine. The chlorine may be provided by a substance which releases chlorine under the reaction conditions, e.g. by means of acetic acid as the reaction solvent and t-butyl-hypochlorite. The preferred reactants for the above process have the general formula: <FORM:0864609/IV (b)/1> wherein R represents =(H)OR111, =O, =(CH3)OH, =(C2H5)OH, =(H)COCH3, =(H)OCOCH3, =(H)COCH2OCOCH3, or =(OH)COCH2OCOCH3, R1 represents =(H)H, =(H)OH or =O, R11 represents -H or -CH3 and R111 represents an acyl group. In the examples 4-chloro-testosterone acetate, 4-chloro-testosterone b -cyclopentylpropionate, 4-chloro-19-nortestosterone acetate, 4-chloroprogesterone, and 4-chloro-desoxycorticosterone acetate are prepared. Specifications 838,773, 864,608 and 864,613 are referred to. Reference has been directed by the Comptroller to Specification 792,727.ALSO:A pharmaceutical composition contains 4-chloro-testosterone cyclopentylpropionate and a compatible solid or liquid carrier therefor. Reference has been directed by the Comptroller to Specification 792,727.
GB15920/57A 1956-05-25 1957-05-20 Improvements in or relating to the preparation of 4-chloro-3-keto-í¸-steroids Expired GB864609A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT864609X 1956-05-25

Publications (1)

Publication Number Publication Date
GB864609A true GB864609A (en) 1961-04-06

Family

ID=11330580

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15920/57A Expired GB864609A (en) 1956-05-25 1957-05-20 Improvements in or relating to the preparation of 4-chloro-3-keto-í¸-steroids

Country Status (1)

Country Link
GB (1) GB864609A (en)

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