GB859342A - 2-phenylbenzamide derivatives - Google Patents
2-phenylbenzamide derivativesInfo
- Publication number
- GB859342A GB859342A GB23665/58A GB2366558A GB859342A GB 859342 A GB859342 A GB 859342A GB 23665/58 A GB23665/58 A GB 23665/58A GB 2366558 A GB2366558 A GB 2366558A GB 859342 A GB859342 A GB 859342A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- prepared
- hydrogen
- chlorophenyl
- benzoate
- 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
Links
- GTKIGDZXPDCIKR-UHFFFAOYSA-N 2-phenylbenzamide Chemical class NC(=O)C1=CC=CC=C1C1=CC=CC=C1 GTKIGDZXPDCIKR-UHFFFAOYSA-N 0.000 title abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- 239000001257 hydrogen Substances 0.000 abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 238000010438 heat treatment Methods 0.000 abstract 4
- 230000003301 hydrolyzing effect Effects 0.000 abstract 4
- -1 2-phenylbenzoyl halides Chemical class 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical class CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Chemical group 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 2
- 229930195733 hydrocarbon Chemical group 0.000 abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- PJTHKSRCGGWAPT-UHFFFAOYSA-N 2-(4-bromophenyl)-5-chlorobenzoic acid Chemical compound OC(=O)C1=CC(Cl)=CC=C1C1=CC=C(Br)C=C1 PJTHKSRCGGWAPT-UHFFFAOYSA-N 0.000 abstract 1
- NTCVMUBIEDDKML-UHFFFAOYSA-N 2-(4-bromophenyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=C(Br)C=C1 NTCVMUBIEDDKML-UHFFFAOYSA-N 0.000 abstract 1
- NCEXFJGYWGLDFD-UHFFFAOYSA-N 2-(4-chlorophenyl)benzamide Chemical compound NC(=O)C1=CC=CC=C1C1=CC=C(Cl)C=C1 NCEXFJGYWGLDFD-UHFFFAOYSA-N 0.000 abstract 1
- BAFJHQIZMFHPER-UHFFFAOYSA-N 2-(4-fluorophenyl)benzonitrile Chemical compound C1=CC(F)=CC=C1C1=CC=CC=C1C#N BAFJHQIZMFHPER-UHFFFAOYSA-N 0.000 abstract 1
- HDCCJYTWHGMEQO-UHFFFAOYSA-N 2-(4-iodophenyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=C(I)C=C1 HDCCJYTWHGMEQO-UHFFFAOYSA-N 0.000 abstract 1
- GEJJDLXGFYTQNF-UHFFFAOYSA-N 2-iodofluoren-1-one Chemical compound C1=CC=C2C3=CC=C(I)C(=O)C3=CC2=C1 GEJJDLXGFYTQNF-UHFFFAOYSA-N 0.000 abstract 1
- WLPATYNQCGVFFH-UHFFFAOYSA-N 2-phenylbenzonitrile Chemical compound N#CC1=CC=CC=C1C1=CC=CC=C1 WLPATYNQCGVFFH-UHFFFAOYSA-N 0.000 abstract 1
- MPJOJCZVGBOVOV-UHFFFAOYSA-N 2-phenylbenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C1=CC=CC=C1 MPJOJCZVGBOVOV-UHFFFAOYSA-N 0.000 abstract 1
- SVCPHAZNZWPRLP-UHFFFAOYSA-N 5-bromo-2-(2-chlorophenyl)benzoic acid Chemical compound ClC1=C(C=CC=C1)C1=C(C(=O)O)C=C(C=C1)Br SVCPHAZNZWPRLP-UHFFFAOYSA-N 0.000 abstract 1
- DQLJPHRXKWSXHQ-UHFFFAOYSA-N 5-bromo-2-(4-chlorophenyl)benzoic acid Chemical compound ClC1=CC=C(C=C1)C1=C(C(=O)O)C=C(C=C1)Br DQLJPHRXKWSXHQ-UHFFFAOYSA-N 0.000 abstract 1
- ZBMBSNXJAXUAOP-UHFFFAOYSA-N 5-chloro-2-(4-chlorophenyl)aniline Chemical compound NC1=CC(Cl)=CC=C1C1=CC=C(Cl)C=C1 ZBMBSNXJAXUAOP-UHFFFAOYSA-N 0.000 abstract 1
- HWQYIQWKRYGGBP-UHFFFAOYSA-N 5-chloro-2-(4-chlorophenyl)benzoic acid Chemical compound OC(=O)C1=CC(Cl)=CC=C1C1=CC=C(Cl)C=C1 HWQYIQWKRYGGBP-UHFFFAOYSA-N 0.000 abstract 1
- GQJQUUKLDKXDIW-UHFFFAOYSA-N 5-chloro-2-(4-chlorophenyl)benzonitrile Chemical compound ClC1=CC=C(C=C1)C1=C(C#N)C=C(C=C1)Cl GQJQUUKLDKXDIW-UHFFFAOYSA-N 0.000 abstract 1
- LAPVWBDSGUAHBW-UHFFFAOYSA-N 5-chloro-2-(4-chlorophenyl)benzoyl chloride Chemical compound ClC1=CC=C(C=C1)C1=C(C(=O)Cl)C=C(C=C1)Cl LAPVWBDSGUAHBW-UHFFFAOYSA-N 0.000 abstract 1
- UBKZKIKULURYDP-UHFFFAOYSA-N 5-chloro-2-phenylbenzoic acid Chemical compound OC(=O)C1=CC(Cl)=CC=C1C1=CC=CC=C1 UBKZKIKULURYDP-UHFFFAOYSA-N 0.000 abstract 1
- CHQPXZPHDTZKPT-UHFFFAOYSA-N 5-fluoro-2-(4-fluorophenyl)benzoic acid Chemical compound OC(=O)C1=CC(F)=CC=C1C1=CC=C(F)C=C1 CHQPXZPHDTZKPT-UHFFFAOYSA-N 0.000 abstract 1
- BOSMWVNUHCNSFL-UHFFFAOYSA-N 5-fluoro-2-(4-fluorophenyl)benzonitrile Chemical compound C1=CC(F)=CC=C1C1=CC=C(F)C=C1C#N BOSMWVNUHCNSFL-UHFFFAOYSA-N 0.000 abstract 1
- UMKQVJNACDJQQK-UHFFFAOYSA-N 5-fluoro-2-phenylbenzoic acid Chemical compound OC(=O)C1=CC(F)=CC=C1C1=CC=CC=C1 UMKQVJNACDJQQK-UHFFFAOYSA-N 0.000 abstract 1
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 238000006254 arylation reaction Methods 0.000 abstract 1
- SYGNLBDRPXLZRM-UHFFFAOYSA-N azane;2-phenylbenzoic acid Chemical compound N.OC(=O)C1=CC=CC=C1C1=CC=CC=C1 SYGNLBDRPXLZRM-UHFFFAOYSA-N 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- BXXLTVBTDZXPTN-UHFFFAOYSA-N methyl 2-iodobenzoate Chemical compound COC(=O)C1=CC=CC=C1I BXXLTVBTDZXPTN-UHFFFAOYSA-N 0.000 abstract 1
- WNAFVJVEADYQAI-UHFFFAOYSA-N methyl 2-phenylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C1=CC=CC=C1 WNAFVJVEADYQAI-UHFFFAOYSA-N 0.000 abstract 1
- ZTTGBNZKWPTJEE-UHFFFAOYSA-N methyl 5-amino-2-phenylbenzoate Chemical compound COC(=O)C1=CC(N)=CC=C1C1=CC=CC=C1 ZTTGBNZKWPTJEE-UHFFFAOYSA-N 0.000 abstract 1
- FXPRLGKGTQTVIO-UHFFFAOYSA-N methyl 5-bromo-2-(4-chlorophenyl)benzoate Chemical compound ClC1=CC=C(C=C1)C1=C(C(=O)OC)C=C(C=C1)Br FXPRLGKGTQTVIO-UHFFFAOYSA-N 0.000 abstract 1
- IRYIYOZUXMGXMH-UHFFFAOYSA-N methyl 5-bromo-2-phenylbenzoate Chemical compound COC(=O)C1=CC(Br)=CC=C1C1=CC=CC=C1 IRYIYOZUXMGXMH-UHFFFAOYSA-N 0.000 abstract 1
- SMEZZHPKGGOGAL-UHFFFAOYSA-N methyl 5-nitro-2-phenylbenzoate Chemical compound COC(=O)C1=CC([N+]([O-])=O)=CC=C1C1=CC=CC=C1 SMEZZHPKGGOGAL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1854—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety
- C07C273/1863—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety from urea
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB23665/58A GB859342A (en) | 1958-07-23 | 1958-07-23 | 2-phenylbenzamide derivatives |
| FR837325A FR535M (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1958-07-23 | 1960-08-31 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB23665/58A GB859342A (en) | 1958-07-23 | 1958-07-23 | 2-phenylbenzamide derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB859342A true GB859342A (en) | 1961-01-18 |
Family
ID=10199313
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23665/58A Expired GB859342A (en) | 1958-07-23 | 1958-07-23 | 2-phenylbenzamide derivatives |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR535M (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
| GB (1) | GB859342A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
-
1958
- 1958-07-23 GB GB23665/58A patent/GB859342A/en not_active Expired
-
1960
- 1960-08-31 FR FR837325A patent/FR535M/fr active Active
Also Published As
| Publication number | Publication date |
|---|---|
| FR535M (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1961-05-23 |
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