IE40077L - Benzoxazoles. - Google Patents
Benzoxazoles.Info
- Publication number
- IE40077L IE40077L IE742166A IE216674A IE40077L IE 40077 L IE40077 L IE 40077L IE 742166 A IE742166 A IE 742166A IE 216674 A IE216674 A IE 216674A IE 40077 L IE40077 L IE 40077L
- Authority
- IE
- Ireland
- Prior art keywords
- group
- hydrogen atom
- phenyl
- benzoxazoles
- alkyl
- Prior art date
Links
- 150000000183 1,3-benzoxazoles Chemical class 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- FIISKTXZUZBTRC-UHFFFAOYSA-N 2-phenyl-1,3-benzoxazole Chemical class C1=CC=CC=C1C1=NC2=CC=CC=C2O1 FIISKTXZUZBTRC-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 1
- 125000000355 1,3-benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 abstract 1
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 abstract 1
- UBWFUBKCURMRSK-UHFFFAOYSA-N 6-(bromomethyl)-2-(4-chlorophenyl)-1,3-benzoxazole Chemical compound C1=CC(Cl)=CC=C1C1=NC2=CC=C(CBr)C=C2O1 UBWFUBKCURMRSK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 150000001555 benzenes Chemical class 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- -1 hydroxy, amino Chemical group 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 125000002560 nitrile group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D263/57—Aryl 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]
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 true IE40077L (en) | 1975-04-23 |
| IE40077B1 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)
| 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 |
-
1973
- 1973-10-23 GB GB49258/73A patent/GB1490067A/en not_active Expired
-
1974
- 1974-10-21 IL IL45890A patent/IL45890A/en unknown
- 1974-10-21 SE SE7413236A patent/SE7413236L/xx unknown
- 1974-10-21 BG BG028006A patent/BG25993A3/en unknown
- 1974-10-22 CH CH1414474A patent/CH601273A5/xx not_active IP Right Cessation
- 1974-10-22 DE DE19742449990 patent/DE2449990A1/en not_active Withdrawn
- 1974-10-22 IE IE2166/74A patent/IE40077B1/en unknown
- 1974-10-22 CS CS747228A patent/CS188929B2/en unknown
- 1974-10-22 CA CA211,959A patent/CA1042903A/en not_active Expired
- 1974-10-22 NL NL7413787A patent/NL7413787A/en not_active Application Discontinuation
- 1974-10-22 DK DK552874A patent/DK552874A/da not_active Application Discontinuation
- 1974-10-22 HU HULI264A patent/HU169883B/hu unknown
- 1974-10-22 FR FR7435408A patent/FR2248040B1/fr not_active Expired
- 1974-10-22 SU SU7402074144A patent/SU581865A3/en active
- 1974-10-22 AT AT849474A patent/AT339900B/en not_active IP Right Cessation
- 1974-10-22 BE BE6044792A patent/BE821349A/en unknown
- 1974-10-22 PL PL1974175031A patent/PL95927B1/en unknown
- 1974-10-22 ZA ZA00746694A patent/ZA746694B/en unknown
- 1974-10-23 JP JP49122353A patent/JPS5070361A/ja active Pending
- 1974-10-23 AR AR156196A patent/AR215117A1/en active
- 1974-10-23 DD DD181867A patent/DD114816A5/xx unknown
- 1974-10-23 ES ES431300A patent/ES431300A1/en not_active Expired
-
1975
- 1975-01-01 AR AR259615A patent/AR207595A1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| GB1490067A (en) | 1977-10-26 |
| SE7413236L (en) | 1975-04-24 |
| AU7454474A (en) | 1976-04-29 |
| ATA849474A (en) | 1977-03-15 |
| AT339900B (en) | 1977-11-10 |
| BE821349A (en) | 1975-04-22 |
| CH601273A5 (en) | 1978-06-30 |
| ZA746694B (en) | 1976-06-30 |
| AR215117A1 (en) | 1979-09-14 |
| IL45890A (en) | 1977-12-30 |
| FR2248040B1 (en) | 1978-07-21 |
| IE40077B1 (en) | 1979-03-14 |
| JPS5070361A (en) | 1975-06-11 |
| FR2248040A1 (en) | 1975-05-16 |
| DK552874A (en) | 1975-06-16 |
| CA1042903A (en) | 1978-11-21 |
| PL95927B1 (en) | 1977-11-30 |
| NL7413787A (en) | 1975-04-25 |
| HU169883B (en) | 1977-02-28 |
| ES431300A1 (en) | 1976-10-16 |
| SU581865A3 (en) | 1977-11-25 |
| BG25993A3 (en) | 1979-01-12 |
| DD114816A5 (en) | 1975-08-20 |
| CS188929B2 (en) | 1979-03-30 |
| IL45890A0 (en) | 1974-12-31 |
| DE2449990A1 (en) | 1975-04-30 |
| AR207595A1 (en) | 1976-10-15 |
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