GB1201944A - Piperidine-nitroxide-spiro-hydantoin derivatives and process for preparing the same - Google Patents

Piperidine-nitroxide-spiro-hydantoin derivatives and process for preparing the same

Info

Publication number
GB1201944A
GB1201944A GB4065267A GB4065267A GB1201944A GB 1201944 A GB1201944 A GB 1201944A GB 4065267 A GB4065267 A GB 4065267A GB 4065267 A GB4065267 A GB 4065267A GB 1201944 A GB1201944 A GB 1201944A
Authority
GB
United Kingdom
Prior art keywords
spiro
piperidine
nitroxide
prepared
general formula
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
GB4065267A
Inventor
Keisuke Murayana
Tetsuya Tanaka
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.)
Sankyo Co Ltd
Original Assignee
Sankyo Co Ltd
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 Sankyo Co Ltd filed Critical Sankyo Co Ltd
Priority to GB4065267A priority Critical patent/GB1201944A/en
Publication of GB1201944A publication Critical patent/GB1201944A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
    • C07D211/94—Oxygen atom, e.g. piperidine N-oxide
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3445—Five-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

1,201,944. Piperidine-N-oxyl-spiro-hydantoins. SANKYO CO. Ltd. 6 Sept., 1967, No. 40652/67. Heading C2C. Novel compounds of the general formula where R 1 and R 2 are alkyl groups or together, with the C atom to which they are attached, form a 5- or 6-membered saturated homocyclic ring or a group of the general formula where R 3 and R 4 are alkyl groups, are prepared by (A) treating the corresponding piperidine compound with a peroxide to introduce the nitroxide group, or (B) reacting a compound of the general formula with an alkali metal cyanide and ammonium carbonate. Examples include 1,3,8 - triaza - 7,7,9,9 - tetramethyl - 2,4 - dioxo - spiro - [4,5] decane - 8 - nitroxide and cyclohexane-1- spiro - 2<SP>1 </SP>- (6<SP>1</SP>,6<SP>1</SP> - dimethylpiperidine - 1 - nitroxide) - 4<SP>1 </SP>- spiro 5<SP>11</SP> - hydantoin. Piperidine-nitroxides used in method (B) may be prepared by reacting diacetone amine with a ketone of the formula R 5 R 6 C = O in the persence of an inorganic salt, where R 5 and R 6 are as defined in R 1 and R 2 except for the case where both R 1 and R 2 are methyl groups, and then treating with a peroxide. Piperidine-spiro-hydantoins employed as starting materials in method (A) may be prepared from diacetoneamine and a ketone as described above and then reacted with an alkali metal cyanide and ammonium carbonate.
GB4065267A 1967-09-06 1967-09-06 Piperidine-nitroxide-spiro-hydantoin derivatives and process for preparing the same Expired GB1201944A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4065267A GB1201944A (en) 1967-09-06 1967-09-06 Piperidine-nitroxide-spiro-hydantoin derivatives and process for preparing the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4065267A GB1201944A (en) 1967-09-06 1967-09-06 Piperidine-nitroxide-spiro-hydantoin derivatives and process for preparing the same

Publications (1)

Publication Number Publication Date
GB1201944A true GB1201944A (en) 1970-08-12

Family

ID=10415960

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4065267A Expired GB1201944A (en) 1967-09-06 1967-09-06 Piperidine-nitroxide-spiro-hydantoin derivatives and process for preparing the same

Country Status (1)

Country Link
GB (1) GB1201944A (en)

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees