GB873303A - 1-acyl and 1-carbalkoxy-3-pyrrolidinols - Google Patents

1-acyl and 1-carbalkoxy-3-pyrrolidinols

Info

Publication number
GB873303A
GB873303A GB36542/59A GB3654259A GB873303A GB 873303 A GB873303 A GB 873303A GB 36542/59 A GB36542/59 A GB 36542/59A GB 3654259 A GB3654259 A GB 3654259A GB 873303 A GB873303 A GB 873303A
Authority
GB
United Kingdom
Prior art keywords
alkyl
group
general formula
hydrogen atom
phenyl
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
GB36542/59A
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.)
Mead Johnson and Co LLC
Original Assignee
Mead Johnson and Co LLC
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 Mead Johnson and Co LLC filed Critical Mead Johnson and Co LLC
Publication of GB873303A publication Critical patent/GB873303A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Abstract

The invention comprises substituted pyrrolidinols of the general formula <FORM:0873303/IV (b)/1> (wherein R1 represents a C1-C5 alkyl or alkoxy group, R2 a hydrogen atom or a C1-C5 alkyl group, R3 a C1-C5 alkyl, phenyl, tolyl, benzyl, chlorophenyl, anisyl, benzyloxyphenyl or thienyl group, and R4 a hydrogen atom or a C1-C5 alkyl or phenyl group), and the preparation thereof by reacting a 3-pyrrolidone of the general formula <FORM:0873303/IV (b)/2> with a Grignard reagent R3MgX (wherein X represents a halogen atom) and hydrolysing the resulting complex. The products are useful as hypnotics (see Group VI). 3-Pyrrolidones of the second general formula above are prepared by processes illustrated by the following reaction schemes (A) (wherein R6 has the meanings given for R1 above) and (B):- <FORM:0873303/IV (b)/3> <FORM:0873303/IV (b)/4> The preparation of certain of the starting materials for (A) is described.ALSO:As hypnotics may be employed substituted pyrrolidinols of the general formula <FORM:0873303/VI/1> wherein R1 represents a C1-5 alkyl or alkoxy group, R2 a hydrogen atom or a C1-5 alkyl group, R3 a C1-5 alkyl, phenyl, tolyl, benzyl, chlorophenyl, anisyl, benzyloxyphenyl, or thienyl group, and R4 a hydrogen atom or a C1-5 alkyl or phenyl group. They may be administered orally in the form of tablets, wafers or capsules.
GB36542/59A 1959-02-12 1959-10-28 1-acyl and 1-carbalkoxy-3-pyrrolidinols Expired GB873303A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US873303XA 1959-02-12 1959-02-12

Publications (1)

Publication Number Publication Date
GB873303A true GB873303A (en) 1961-07-19

Family

ID=22204541

Family Applications (1)

Application Number Title Priority Date Filing Date
GB36542/59A Expired GB873303A (en) 1959-02-12 1959-10-28 1-acyl and 1-carbalkoxy-3-pyrrolidinols

Country Status (1)

Country Link
GB (1) GB873303A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0586229A1 (en) * 1992-09-01 1994-03-09 Zeneca Limited 3-Hydroxy-3-(subst-akyl)-pyrrolidines as 5-lipoxygenase inhibitors

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0586229A1 (en) * 1992-09-01 1994-03-09 Zeneca Limited 3-Hydroxy-3-(subst-akyl)-pyrrolidines as 5-lipoxygenase inhibitors

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