IE40077B1 - Benzoxazoles - Google Patents

Benzoxazoles

Info

Publication number
IE40077B1
IE40077B1 IE2166/74A IE216674A IE40077B1 IE 40077 B1 IE40077 B1 IE 40077B1 IE 2166/74 A IE2166/74 A IE 2166/74A IE 216674 A IE216674 A IE 216674A IE 40077 B1 IE40077 B1 IE 40077B1
Authority
IE
Ireland
Prior art keywords
group
hydrogen atom
phenyl
benzoxazoles
alkyl
Prior art date
Application number
IE2166/74A
Other versions
IE40077L (en
Original Assignee
Lilly Industries 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
Application filed by Lilly Industries Ltd filed Critical Lilly Industries Ltd
Publication of IE40077L publication Critical patent/IE40077L/en
Publication of IE40077B1 publication Critical patent/IE40077B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/56Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D263/57Aryl or substituted aryl radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1490067 2-Phenyl-benzoxazoles LILLY INDUSTRIES Ltd 22 Oct 1974 [23 Oct 1973] 49258/73 Heading C2C Novel 2-phenyl-benzoxazoles of the general formula wherein the -CR<SP>1</SP>R<SP>2</SP>R<SP>3</SP> group is in the 5- or 6- position of the benzoxazole nucleus, R<SP>4</SP> is a phenyl group optionally substituted by at least one C 1-6 alkylsulphonyl, halogen, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, nitro, C 2-7 acyl, hydroxy, amino, C 1-6 alkylamino or C 2-7 acylamino radical or optionally substituted in two adjacent positions by a methylene- or ethylene-dioxy radical, R<SP>3</SP> is a nitrile group, a carboxy group or a salt, ester, amide or hydroxamic acid derivative thereof, or a hydroxymethyl group or an ester thereof, R<SP>1</SP> is a hydrogen atom or a C 1-6 alkyl group and R<SP>2</SP> is a halogen atom or a hydroxy or C 2-7 acyloxy group, are prepared by cyclizing a benzene derivative of the general formula wherein V, W and Z are respectively R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> or atoms or groups which are respectively convertible to R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> and either X is a hydrogen atom or R<SP>4</SP>CO- and Y is H 2 N- or X is a hydrogen atom and Y is R<SP>4</SP>CONH- or R<SP>4</SP>CH=N-, the cyclization being effected, in the case where X is a hydrogen atom and Y is H 2 N-, in the presence of R<SP>4</SP>COOH, (R<SP>4</SP>CO) 2 O, R<SP>4</SP>COOl, R<SP>4</SP>CONH 2 , R<SP>4</SP>CONHNH 2 , R<SP>4</SP>CN, or R<SP>4</SP>CCl=NR<SP>7</SP> (R<SP>7</SP> is C 1-4 alkyl) and thereafter, where one or more of V, W and Z in the product are not the same as R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP>, respectively, converting V, W and/or Z to R<SP>1</SP>, R<SP>2</SP> and/or R<SP>3</SP> in conventional manner. 2 - p - Chlorophenyl - 6 - benzoxazolylcarboxaldehyde is prepared by brominating 2-pchlorophenyl - 6 - methyl - benzoxazole and oxidizing the resulting 2 - p - chlorophenyl - 6- benzoxazolylmethyl bromide. The novel 2-phenyl-benzoxazoles can be reduced to give the corresponding compounds in which R<SP>2</SP> is a hydrogen atom. [GB1490067A]
IE2166/74A 1973-10-23 1974-10-22 Benzoxazoles IE40077B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB49258/73A GB1490067A (en) 1973-10-23 1973-10-23 Benzoxazoles

Publications (2)

Publication Number Publication Date
IE40077L IE40077L (en) 1975-04-23
IE40077B1 true IE40077B1 (en) 1979-03-14

Family

ID=10451717

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2166/74A IE40077B1 (en) 1973-10-23 1974-10-22 Benzoxazoles

Country Status (22)

Country Link
JP (1) JPS5070361A (en)
AR (2) AR215117A1 (en)
AT (1) AT339900B (en)
BE (1) BE821349A (en)
BG (1) BG25993A3 (en)
CA (1) CA1042903A (en)
CH (1) CH601273A5 (en)
CS (1) CS188929B2 (en)
DD (1) DD114816A5 (en)
DE (1) DE2449990A1 (en)
DK (1) DK552874A (en)
ES (1) ES431300A1 (en)
FR (1) FR2248040B1 (en)
GB (1) GB1490067A (en)
HU (1) HU169883B (en)
IE (1) IE40077B1 (en)
IL (1) IL45890A (en)
NL (1) NL7413787A (en)
PL (1) PL95927B1 (en)
SE (1) SE7413236L (en)
SU (1) SU581865A3 (en)
ZA (1) ZA746694B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5890534A (en) * 1981-11-25 1983-05-30 Ono Pharmaceut Co Ltd 2-aminophenol derivative, its production, and remedy containing the same as an active ingredient

Also Published As

Publication number Publication date
SU581865A3 (en) 1977-11-25
AR215117A1 (en) 1979-09-14
PL95927B1 (en) 1977-11-30
ES431300A1 (en) 1976-10-16
DD114816A5 (en) 1975-08-20
FR2248040A1 (en) 1975-05-16
BG25993A3 (en) 1979-01-12
BE821349A (en) 1975-04-22
AU7454474A (en) 1976-04-29
IL45890A0 (en) 1974-12-31
NL7413787A (en) 1975-04-25
SE7413236L (en) 1975-04-24
AT339900B (en) 1977-11-10
CH601273A5 (en) 1978-06-30
AR207595A1 (en) 1976-10-15
DK552874A (en) 1975-06-16
IE40077L (en) 1975-04-23
DE2449990A1 (en) 1975-04-30
CS188929B2 (en) 1979-03-30
GB1490067A (en) 1977-10-26
FR2248040B1 (en) 1978-07-21
JPS5070361A (en) 1975-06-11
ATA849474A (en) 1977-03-15
HU169883B (en) 1977-02-28
ZA746694B (en) 1976-06-30
CA1042903A (en) 1978-11-21
IL45890A (en) 1977-12-30

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