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YU46086B - PROCEDURE FOR PREPARATION OF 2-GUANIDINOTHIAZOLE DERIVATIVES - Google Patents

PROCEDURE FOR PREPARATION OF 2-GUANIDINOTHIAZOLE DERIVATIVES

Info

Publication number
YU46086B
YU46086B YU204987A YU204987A YU46086B YU 46086 B YU46086 B YU 46086B YU 204987 A YU204987 A YU 204987A YU 204987 A YU204987 A YU 204987A YU 46086 B YU46086 B YU 46086B
Authority
YU
Yugoslavia
Prior art keywords
formula
group
solvent
compound
halogen
Prior art date
Application number
YU204987A
Other languages
Serbo-Croatian (sh)
Other versions
YU204987A (en
Inventor
P. Bod
K. Harsanyi
E. Csongor
F. Trischler
E. Bogsch
Original Assignee
Richter Gedeon
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 Richter Gedeon filed Critical Richter Gedeon
Priority to SI8712049A priority Critical patent/SI8712049A8/en
Publication of YU204987A publication Critical patent/YU204987A/en
Priority to HR920781A priority patent/HRP920781B1/en
Publication of YU46086B publication Critical patent/YU46086B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
    • C07D277/38—Nitrogen atoms
    • C07D277/50—Nitrogen atoms bound to hetero atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

POSTUPAK ZA DOBIVANJE DERIVATA 2-GUANIDINOTIAZOLA, opšte formule (I) gde Y označava grupu formule (II) ili (III) -CH2-CH2-CN kao i njihovih soli, naznačen time, što obuhvata: a) cikliziranje amidinotiouree formule (IV) sa 1,3-dihaloacetonom u rastvaraču, poželjno u acetonu i u prisustvu jodidnog katalizatora rastvorenog u pomenutom rastvaraču, poželjno natrijum jodida, tada reagovanje bez izolovanja, tako dobivenog halogen derivata formule (V) gde X predstavlja halogen sa tioureom u prisustvu vode tako da daje jedinjenje formule (I), gde Y označava grupu formule (II), b1) cikliziranje amidinotiouree formule (IV) sa 1,3-dihaloacetonom u rastvaraču, poželjno u acetonu u prisustvu jodidnog katalizatora rastvornog u pomenutom rastvaraču, poželjno natrijum jodida, tada reagovanje bez izolovanja tako dobivenog halogen derivata formule (V), gde X je halogen, sa tioureom u prisustvu vode i tada S-cianoetilovanje sa akrilonitrilom u alkalnoj vodenoj- alkanolnoj sredini tako da daje jedinjenje formule (I), gde Y označava grupu formule (III), b2) S-cianoetilovanje kao polazne supstance jedinjenja formule (I), gde Y označava grupu formule (II), sa akrilonitrilom u alkalnoj vodenoj-alkanolnoj sredini radi dobivanja jedinjenja formule (I), gde Y označava grupu formule (III). Prijava sadrži još 2 zavisna zahteva.A process for the preparation of 2-GUANIDINOTHIAZOLE DERIVATIVES of general formula (I) wherein Y denotes a group of formula (II) or (III) -CH2-CH2-CN as well as their salts, comprising: a) cyclizing an amidinothiourea of formula (IV) with 1,3-dihaloacetone in a solvent, preferably in acetone and in the presence of an iodide catalyst dissolved in said solvent, preferably sodium iodide, then reacting without isolation, the halogen derivative of formula (V) thus obtained wherein X represents halogen with thiourea in the presence of water so compound of formula (I), wherein Y represents a group of formula (II), b1) cyclization of an amidinothiourea of formula (IV) with 1,3-dihaloacetone in a solvent, preferably in acetone in the presence of an iodide catalyst soluble in said solvent, preferably sodium iodide, then reago without isolating the halogen derivative of formula (V) thus obtained, wherein X is halogen, with thiourea in the presence of water and then S-cyanoethylation with acrylonitrile in an alkaline aqueous-alkanol medium so as to give compound f formula (I), wherein Y represents a group of formula (III), b2) S-cyanoethylation as starting material of a compound of formula (I), wherein Y represents a group of formula (II), with acrylonitrile in an alkaline aqueous-alkanol medium to give a compound of formula ( I), wherein Y denotes a group of formula (III). The application contains 2 more dependent requests.

YU204987A 1986-11-12 1987-11-12 PROCEDURE FOR PREPARATION OF 2-GUANIDINOTHIAZOLE DERIVATIVES YU46086B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
SI8712049A SI8712049A8 (en) 1986-11-12 1987-11-12 Process for preparing 2-guanidinothyazole derivatives
HR920781A HRP920781B1 (en) 1986-11-12 1992-10-01 Process for the preparation of 2-guanidinothiazole derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU864658A HU195959B (en) 1986-11-12 1986-11-12 Process for producing 2-guanidino-thiazole derivatives

Publications (2)

Publication Number Publication Date
YU204987A YU204987A (en) 1988-10-31
YU46086B true YU46086B (en) 1992-12-21

Family

ID=10968597

Family Applications (1)

Application Number Title Priority Date Filing Date
YU204987A YU46086B (en) 1986-11-12 1987-11-12 PROCEDURE FOR PREPARATION OF 2-GUANIDINOTHIAZOLE DERIVATIVES

Country Status (14)

Country Link
KR (1) KR900006556B1 (en)
AR (1) AR243874A1 (en)
AT (1) AT389510B (en)
CA (1) CA1323032C (en)
CS (1) CS268693B2 (en)
DK (1) DK169966B1 (en)
ES (1) ES2005441A6 (en)
FI (1) FI84912C (en)
GR (1) GR871696B (en)
HU (1) HU195959B (en)
NO (1) NO167387C (en)
PT (1) PT86113B (en)
SU (1) SU1678205A3 (en)
YU (1) YU46086B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5856500A (en) * 1997-03-11 1999-01-05 Albemarle Corporation Synthesis of thiazole derivatives
US5731442A (en) * 1997-03-11 1998-03-24 Albemarle Corporation Synthesis of thiazole derivatives

Also Published As

Publication number Publication date
NO167387C (en) 1991-10-30
YU204987A (en) 1988-10-31
FI84912B (en) 1991-10-31
DK587287D0 (en) 1987-11-10
ES2005441A6 (en) 1989-03-01
NO167387B (en) 1991-07-22
NO874698L (en) 1988-05-13
GR871696B (en) 1987-12-08
DK169966B1 (en) 1995-04-18
CA1323032C (en) 1993-10-12
ATA277087A (en) 1989-05-15
CS810187A2 (en) 1989-07-12
PT86113A (en) 1987-12-01
NO874698D0 (en) 1987-11-11
CS268693B2 (en) 1990-04-11
AR243874A1 (en) 1993-09-30
KR900006556B1 (en) 1990-09-13
FI875003A (en) 1988-06-13
AT389510B (en) 1989-12-27
PT86113B (en) 1990-08-31
HU195959B (en) 1988-08-29
FI84912C (en) 1992-02-10
DK587287A (en) 1988-05-13
FI875003A0 (en) 1987-11-12
KR890008120A (en) 1989-07-08
SU1678205A3 (en) 1991-09-15

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