GB1123229A - 5-hydroxy-6-methyl-cinchomeronitrile - Google Patents

5-hydroxy-6-methyl-cinchomeronitrile

Info

Publication number
GB1123229A
GB1123229A GB2175766A GB2175766A GB1123229A GB 1123229 A GB1123229 A GB 1123229A GB 2175766 A GB2175766 A GB 2175766A GB 2175766 A GB2175766 A GB 2175766A GB 1123229 A GB1123229 A GB 1123229A
Authority
GB
United Kingdom
Prior art keywords
acid
oxazol
alkoxy
alkali metal
salt
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
GB2175766A
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.)
Daiichi Pharmaceutical Co Ltd
Original Assignee
Daiichi Pharmaceutical 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
Priority claimed from JP4746365A external-priority patent/JPS4811713B1/ja
Application filed by Daiichi Pharmaceutical Co Ltd filed Critical Daiichi Pharmaceutical Co Ltd
Publication of GB1123229A publication Critical patent/GB1123229A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84Nitriles
    • C07D213/85Nitriles in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three 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
    • C07D263/36One oxygen atom
    • C07D263/42One oxygen atom attached in position 5

Landscapes

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

Abstract

<FORM:1123229/C2/1> <FORM:1123229/C2/2> 5 - Hydroxy - 6 - methyl cinchomeronitrile (I) is made by reacting a (5-C1- 3 alkoxy-oxazol-4-yl) -acetic acid or an alkali metal salt thereof (IV) with fumaronitrile. The reaction is preferably effected at below 50 DEG C. in the presence of a solvent for fumaronitrile, e.g. water, or a C1- 3 carboxylic acid. Nitrogen gas may be passed into the reaction solution to assist removal of carbon dioxide evolved in the reaction. The (5 - C1- 3 alkoxy - oxazol - 4 - yl) acetic acid and the alkali metal salts thereof are prepared by reacting a di-C1- 3 alkyl N-formylaspartate (II) with phosphorus pentoxide to yield the C1- 3 alkyl (5-C1- 3 alkoxy-oxazol-4-yl) acetate (III) which is hydrolysed with an alkali metal hydroxide or carbonate to the salt of the corresponding acid; the free acid may be liberated from the salt by treatment with dilute mineral acid.
GB2175766A 1965-05-21 1966-05-17 5-hydroxy-6-methyl-cinchomeronitrile Expired GB1123229A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2959265 1965-05-21
JP4746365A JPS4811713B1 (en) 1965-08-06 1965-08-06
JP7481565 1965-12-07

Publications (1)

Publication Number Publication Date
GB1123229A true GB1123229A (en) 1968-08-14

Family

ID=27286643

Family Applications (2)

Application Number Title Priority Date Filing Date
GB3252667A Expired GB1123230A (en) 1965-05-21 1966-05-17 5-hydroxy-6-methyl-cinchomeronitrile
GB2175766A Expired GB1123229A (en) 1965-05-21 1966-05-17 5-hydroxy-6-methyl-cinchomeronitrile

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB3252667A Expired GB1123230A (en) 1965-05-21 1966-05-17 5-hydroxy-6-methyl-cinchomeronitrile

Country Status (4)

Country Link
CH (2) CH464919A (en)
DE (1) DE1670524A1 (en)
GB (2) GB1123230A (en)
NL (1) NL6607005A (en)

Also Published As

Publication number Publication date
DE1670524A1 (en) 1972-04-20
NL6607005A (en) 1966-11-22
CH456595A (en) 1968-07-31
CH464919A (en) 1968-11-15
GB1123230A (en) 1968-08-14

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