IE32300B1 - Process for the production of novel nitrofuryl derivatives - Google Patents

Process for the production of novel nitrofuryl derivatives

Info

Publication number
IE32300B1
IE32300B1 IE1030/68A IE103068A IE32300B1 IE 32300 B1 IE32300 B1 IE 32300B1 IE 1030/68 A IE1030/68 A IE 1030/68A IE 103068 A IE103068 A IE 103068A IE 32300 B1 IE32300 B1 IE 32300B1
Authority
IE
Ireland
Prior art keywords
alkyl
novel
production
nhcoch
aug
Prior art date
Application number
IE1030/68A
Other versions
IE32300L (en
Original Assignee
Ciba Geigy Ag
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 Ciba Geigy Ag filed Critical Ciba Geigy Ag
Publication of IE32300L publication Critical patent/IE32300L/en
Publication of IE32300B1 publication Critical patent/IE32300B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42Oxazoles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

1,234,213. Nitrofuryl-isoxazolines. J. R. GEIGY A.G. 23 Aug., 1968 [26 Aug., 1967], No. 39351/67. Heading C2C. [Also in Division A5] The invention comprises compounds of formula wherein R 1 is CN, NH 2 , Cl, Br, 2,3-epoxypropoxy, morpholino, piperidino, pyrrolidino, SR 3 , OR 3 , OCOR 3 , CH 2 COR 3 , N(R 3 ) 2 , NHCOR 4 , or ureido (possibly mono-, di- or tri-C 1-3 -alkyl substituted); R 2 is H or C 1-3 alkyl (or R 1 = R 2 = H); R 3 is C 1-3 alkyl; and R 4 is a C 5-7 -ring cycloalkyl group, C 1-3 alkoxy or C 1-6 alkyl (possibly mono- or di-substituted by Cl, Br, C 1-6 alkoxy, C 2-7 alkoxycarbonyl or CN). These compounds are prepared by reacting with CH 2 : CR 2 CH 2 R 1 , 5 - nitro - 2 - furonitrile oxide which may be generated in situ from a 5- nitro - 2 - furohydroxamyl halide (e.g. with NaOMe); but the above compound where R 1 is NHCOCH 2 CO 2 Et (R 2 = H) is made by reacting that where R 1 is NHCOCH 2 CN with HCl + EtOH, followed by hydrolysis. [GB1234213A]
IE1030/68A 1967-08-26 1968-08-23 Process for the production of novel nitrofuryl derivatives IE32300B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3935167 1967-08-26

Publications (2)

Publication Number Publication Date
IE32300L IE32300L (en) 1969-02-26
IE32300B1 true IE32300B1 (en) 1973-06-13

Family

ID=10409082

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1030/68A IE32300B1 (en) 1967-08-26 1968-08-23 Process for the production of novel nitrofuryl derivatives

Country Status (18)

Country Link
US (1) US3769295A (en)
JP (1) JPS4827310B1 (en)
AT (1) AT277221B (en)
BE (1) BE719891A (en)
CA (1) CA933926A (en)
CH (1) CH502372A (en)
CS (1) CS157037B2 (en)
DE (1) DE1795208A1 (en)
DK (1) DK118820B (en)
ES (1) ES357511A1 (en)
FI (1) FI48930C (en)
FR (2) FR1589115A (en)
GB (1) GB1234213A (en)
IE (1) IE32300B1 (en)
NL (2) NL6811722A (en)
NO (1) NO125931B (en)
SE (1) SE330540B (en)
YU (1) YU199068A (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3915978A (en) * 1970-01-07 1975-10-28 Merck & Co Inc Nitroimidazoles
US4010176A (en) * 1972-10-27 1977-03-01 Merck & Co., Inc. Isoxazole substituted nitroimidazoles
US4109002A (en) * 1976-06-14 1978-08-22 Eli Lilly And Company Fungicidal 3-phenyl-5-(substituted methyl) isoxaxoles
US4203994A (en) * 1976-06-14 1980-05-20 Eli Lilly And Company Fungicidal 3-phenyl-5-(substituted methyl)isoxazoles
IL85691A0 (en) * 1987-04-10 1988-08-31 Pennwalt Corp 5-(phenyl or phenoxymethyl)-3-(2-furanyl or 2-thienyl)-3-(1h-imidazol-1-ylmethyl)-2-methylisoxazolidines and salts thereof
EP0920421B1 (en) * 1996-08-21 2002-11-06 PHARMACIA & UPJOHN COMPANY Isoxazoline derivatives useful as antimicrobials
NZ506292A (en) * 1998-02-13 2003-05-30 Upjohn Co Substituted aminophenyl isoxazoline methylamide derivatives useful as antimicrobials
JP2002504550A (en) * 1998-02-25 2002-02-12 ファルマシア・アンド・アップジョン・カンパニー Substituted aminomethyl isoxazoline derivatives useful as antimicrobial agents
US6689769B2 (en) * 2000-12-21 2004-02-10 Pharmacia & Upjohn Company Antimicrobial quinolone derivatives and use of the same to treat bacterial infections
GB2396350A (en) * 2001-10-25 2004-06-23 Astrazeneca Ab Aryl substituted oxazolidinones with antibacterial activity
US7022705B2 (en) * 2001-10-25 2006-04-04 Astrazeneca Ab Isoxazoline derivatives useful as antimicrobials
CN101774976B (en) * 2010-01-26 2012-05-09 天津药物研究院 Sulfonyl isoxazoline derivative and anti-tumor application
CN101781294B (en) * 2010-03-10 2012-02-01 天津药物研究院 Imidazole derivative, and preparation method and application thereof
CN107709335B (en) * 2015-02-27 2022-05-31 海洋规划生物工厂株式会社 Method for producing Kakeromycin and derivatives thereof

Also Published As

Publication number Publication date
FI48930C (en) 1975-02-10
NL6811722A (en) 1969-02-28
CH502372A (en) 1971-01-31
US3769295A (en) 1973-10-30
GB1234213A (en) 1971-06-03
CA933926A (en) 1973-09-18
ES357511A1 (en) 1970-03-16
IE32300L (en) 1969-02-26
BE719891A (en) 1969-02-24
NL137326C (en)
JPS4827310B1 (en) 1973-08-21
SE330540B (en) 1970-11-23
FI48930B (en) 1974-10-31
DK118820B (en) 1970-10-12
AT277221B (en) 1969-12-10
DE1795208A1 (en) 1972-03-16
NO125931B (en) 1972-11-27
YU199068A (en) 1978-05-15
CS157037B2 (en) 1974-08-23
FR1589115A (en) 1970-03-23
FR8102M (en) 1970-07-27

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