ES334659A1 - Cyclic and non-cyclic amidines and process for their preparation - Google Patents

Cyclic and non-cyclic amidines and process for their preparation

Info

Publication number
ES334659A1
ES334659A1 ES334659A ES334659A ES334659A1 ES 334659 A1 ES334659 A1 ES 334659A1 ES 334659 A ES334659 A ES 334659A ES 334659 A ES334659 A ES 334659A ES 334659 A1 ES334659 A1 ES 334659A1
Authority
ES
Spain
Prior art keywords
methyl
prepared
vinyline
ethylene
compound
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
ES334659A
Other languages
Spanish (es)
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 Inc
Original Assignee
Pfizer Inc
Charles Pfizer and Co Inc
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 Pfizer Inc, Charles Pfizer and Co Inc filed Critical Pfizer Inc
Publication of ES334659A1 publication Critical patent/ES334659A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/06Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Abstract

Novel compounds of formul[mu] and non-toxic acid addition salts thereof, wherein R 1 is H, methyl or halogen, Z is ethylene or trimethylene, R 2 is H or methyl, R 3 is H and R 4 is methyl or R 3 and R 4 taken together are ethylene or trimethylene and X is ethylene or vinyline are prepared by reacting a compound of Formula III wherein Y is the residue of a phenyl ring in which case R is R 1 and X is vinyline, or Y is oxygen in which case R is R 2 and X is ethylene or vinyline, and W is cyano or where R1 is alkyl or if X is vinyline W may be with an amine of formula (CH 3 ) 2 NH or H 2 N-Z-NH-CH 3 or a salt thereof or by reacting a compound of Formula III above in which -X-W is -CHO with an amine of formula and when required forming an acid addition salt of any product. The vinylene compounds may be isolated in the cis or trans forms. Ethyl 2 - furanpropionimidate hydrochloride and the 3-methyl-2-furan compound are prepared by alcoholysis of the corresponding propionitriles which have been obtained by hydrogenation of the corresponding acrylonitriles. 3 - Methyl - 2 - furanacrylonitrile is prepared by action of cyanoacetic acid and ammonium acetate on 3-methyl-2-furaldehyde. 3 - (3 - Methyl - 2 - furanacrylimidoyloxy) - propanesulohonic acid and the 3-normethyl compound are prepared by action of 1,3-propane sultone on 3-methyl-2-furanacrylamide or 2- furanacrylamide the amides being prepared from the corresponding carboxylic acids which are themselves prepared by condensation of malonic acid and the appropriate furaldehyde.
ES334659A 1965-12-30 1966-12-19 Cyclic and non-cyclic amidines and process for their preparation Expired ES334659A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US51782765A 1965-12-30 1965-12-30
US56910866A 1966-08-01 1966-08-01

Publications (1)

Publication Number Publication Date
ES334659A1 true ES334659A1 (en) 1969-08-16

Family

ID=27059245

Family Applications (1)

Application Number Title Priority Date Filing Date
ES334659A Expired ES334659A1 (en) 1965-12-30 1966-12-19 Cyclic and non-cyclic amidines and process for their preparation

Country Status (10)

Country Link
JP (1) JPS4916428B1 (en)
BE (1) BE691029A (en)
BR (1) BR6685238D0 (en)
CH (1) CH491114A (en)
DE (1) DE1620145A1 (en)
ES (1) ES334659A1 (en)
FR (1) FR1510102A (en)
GB (1) GB1131847A (en)
IL (1) IL26870A (en)
NL (1) NL139312B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0015488D0 (en) * 2000-06-23 2000-08-16 Merck Sharp & Dohme Therapeutic agents

Also Published As

Publication number Publication date
CH491114A (en) 1970-05-31
BE691029A (en) 1967-06-12
NL6617999A (en) 1967-07-03
DE1620145A1 (en) 1970-03-12
IL26870A (en) 1971-01-28
JPS4916428B1 (en) 1974-04-22
FR1510102A (en) 1968-01-19
GB1131847A (en) 1968-10-30
BR6685238D0 (en) 1973-10-25
NL139312B (en) 1973-07-16

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