GB861938A - Tetrahydrofuran carbamates - Google Patents

Tetrahydrofuran carbamates

Info

Publication number
GB861938A
GB861938A GB32827/58A GB3282758A GB861938A GB 861938 A GB861938 A GB 861938A GB 32827/58 A GB32827/58 A GB 32827/58A GB 3282758 A GB3282758 A GB 3282758A GB 861938 A GB861938 A GB 861938A
Authority
GB
United Kingdom
Prior art keywords
alkyl
carbon atoms
methallyl
phenyl
alkynyl
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
GB32827/58A
Inventor
Burton Kendall Wasson
John Mulvin Parker
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.)
Merck Frosst Canada and Co
Original Assignee
Charles E Frosst and Co
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 Charles E Frosst and Co filed Critical Charles E Frosst and Co
Priority to GB32827/58A priority Critical patent/GB861938A/en
Priority to CH7891359A priority patent/CH382758A/en
Publication of GB861938A publication Critical patent/GB861938A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings 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
    • C07D307/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/12—Radicals substituted by oxygen atoms

Abstract

The invention comprises compounds of the formula <FORM:0861938/IV (b)/1> (wherein R is alkyl, alkenyl or alkynyl of at most 6 carbon atoms or phenyl and R1 is alkyl of at most 6 carbon atoms) and the preparation thereof by reducing a diethyl alpha-R-alpha-(2-R1-allyl)-malonate to the corresponding diol, ring closing this by treatment with a mineral acid, reacting the 2 - methyl - 2 - R1 - 4 - R - 4 - hydroxymethyl-tetrahydrofuran so formed with phosgene and finally treating the chlorocarbonate obtained with anhydrous ammonia or ammonium hydroxide. Examples are given, in which 2 - allyl - 2 - methallyl -, 2 - propyl - 2 - methallyl- and 2-phenyl-2-methallyl-1:3-propanediol dicarbamates are isolated as by-products in the last stage of the process. In the Provisional Specification the carbamates are alternatively formulated as 3-R1-5-R-5-carbamoyloxymethyl-tetrahydropyrans.ALSO:Pharmaceutical compositions contain, as essential active ingredients, compounds of the formula <FORM:0861938/VI/1> (wherein R is alkyl, alkenyl or alkynyl of at most 6 carbon atoms or phenyl and R1 is alkyl of at most 6 carbon atoms). They may take the form of tablets, pills or capsules, or solutions for oral or parenteral administration.
GB32827/58A 1958-10-14 1958-10-14 Tetrahydrofuran carbamates Expired GB861938A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB32827/58A GB861938A (en) 1958-10-14 1958-10-14 Tetrahydrofuran carbamates
CH7891359A CH382758A (en) 1958-10-14 1959-10-01 Process for the preparation of substituted tetrahydrofuran-4-methyl carbamates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB32827/58A GB861938A (en) 1958-10-14 1958-10-14 Tetrahydrofuran carbamates

Publications (1)

Publication Number Publication Date
GB861938A true GB861938A (en) 1961-03-01

Family

ID=10344587

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32827/58A Expired GB861938A (en) 1958-10-14 1958-10-14 Tetrahydrofuran carbamates

Country Status (2)

Country Link
CH (1) CH382758A (en)
GB (1) GB861938A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2746266A1 (en) * 2012-12-19 2014-06-25 Basf Se New substituted triazoles and imidazoles and their use as fungicides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2746266A1 (en) * 2012-12-19 2014-06-25 Basf Se New substituted triazoles and imidazoles and their use as fungicides
EP2746267A3 (en) * 2012-12-19 2014-10-15 Basf Se New substituted triazoles and imidazoles and their use as fungicides

Also Published As

Publication number Publication date
CH382758A (en) 1964-10-15

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