GB1131847A - 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
GB1131847A
GB1131847A GB5185466A GB5185466A GB1131847A GB 1131847 A GB1131847 A GB 1131847A GB 5185466 A GB5185466 A GB 5185466A GB 5185466 A GB5185466 A GB 5185466A GB 1131847 A GB1131847 A GB 1131847A
Authority
GB
United Kingdom
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
GB5185466A
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 GB1131847A publication Critical patent/GB1131847A/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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Furan Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1,131,847. Cyclic and non-cyclic amidines. CHAS. PFIZER & CO. Inc. 18 Nov., 1966 [30 Dec., 1965; 1 Aug., 1966], No. 51854/66. Heading C2C. [Also in Division A5] Novel compounds of formulµ 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 R<SP>1</SP> 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.
GB5185466A 1965-12-30 1966-11-18 Cyclic and non-cyclic amidines and process for their preparation Expired GB1131847A (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
GB1131847A true GB1131847A (en) 1968-10-30

Family

ID=27059245

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5185466A Expired GB1131847A (en) 1965-12-30 1966-11-18 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)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001098262A1 (en) * 2000-06-23 2001-12-27 Merck Sharp & Dohme Limited Amidine derivatives as selective antagonists of nmda receptors

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001098262A1 (en) * 2000-06-23 2001-12-27 Merck Sharp & Dohme Limited Amidine derivatives as selective antagonists of nmda receptors
AU2001264116B2 (en) * 2000-06-23 2006-04-13 Merck Sharp & Dohme Limited Amidine derivatives as selective antagonists of NMDA receptors

Also Published As

Publication number Publication date
FR1510102A (en) 1968-01-19
NL6617999A (en) 1967-07-03
BR6685238D0 (en) 1973-10-25
JPS4916428B1 (en) 1974-04-22
IL26870A (en) 1971-01-28
CH491114A (en) 1970-05-31
ES334659A1 (en) 1969-08-16
NL139312B (en) 1973-07-16
BE691029A (en) 1967-06-12
DE1620145A1 (en) 1970-03-12

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