GB853295A - Benzoic acid amides and a process for their manufacture - Google Patents
Benzoic acid amides and a process for their manufactureInfo
- Publication number
- GB853295A GB853295A GB3037/57A GB303757A GB853295A GB 853295 A GB853295 A GB 853295A GB 3037/57 A GB3037/57 A GB 3037/57A GB 303757 A GB303757 A GB 303757A GB 853295 A GB853295 A GB 853295A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- benzoic acid
- alkyl
- chloro
- give
- 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
- 238000000034 method Methods 0.000 title abstract 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical class NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 abstract 5
- 125000003342 alkenyl group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- -1 alkaline earth metal salts Chemical class 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- AVKNGPAMCBSNSO-UHFFFAOYSA-N cyclohexylmethanamine Chemical compound NCC1CCCCC1 AVKNGPAMCBSNSO-UHFFFAOYSA-N 0.000 abstract 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 abstract 2
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 2
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 abstract 1
- KEOTYWZFNXXLCX-UHFFFAOYSA-N 2-hydroxy-4-iodobenzohydrazide Chemical compound NNC(=O)C1=CC=C(I)C=C1O KEOTYWZFNXXLCX-UHFFFAOYSA-N 0.000 abstract 1
- AIYWEMXHTIBMAS-UHFFFAOYSA-N 2-hydroxy-4-iodobenzoyl azide Chemical compound IC1=CC(=C(C(=O)N=[N+]=[N-])C=C1)O AIYWEMXHTIBMAS-UHFFFAOYSA-N 0.000 abstract 1
- FYAKLZKQJDBBKW-UHFFFAOYSA-N 4-bromo-2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(Br)C=C1O FYAKLZKQJDBBKW-UHFFFAOYSA-N 0.000 abstract 1
- FLKSAGLFDHZIOR-UHFFFAOYSA-N 4-chloro-2-hydroxybenzohydrazide Chemical compound NNC(=O)C1=CC=C(Cl)C=C1O FLKSAGLFDHZIOR-UHFFFAOYSA-N 0.000 abstract 1
- LWXFCZXRFBUOOR-UHFFFAOYSA-N 4-chloro-2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1O LWXFCZXRFBUOOR-UHFFFAOYSA-N 0.000 abstract 1
- KKMBINUPPZYIJE-UHFFFAOYSA-N 4-chloro-2-hydroxybenzoyl azide Chemical compound ClC1=CC(=C(C(=O)N=[N+]=[N-])C=C1)O KKMBINUPPZYIJE-UHFFFAOYSA-N 0.000 abstract 1
- CCBOXJLPEZRSSA-UHFFFAOYSA-N 4-chloro-2-hydroxybenzoyl chloride Chemical compound OC1=CC(Cl)=CC=C1C(Cl)=O CCBOXJLPEZRSSA-UHFFFAOYSA-N 0.000 abstract 1
- JGSZWGSDTXOSJA-UHFFFAOYSA-N 4-chloro-n-cyclohexyl-2-hydroxybenzamide Chemical compound OC1=CC(Cl)=CC=C1C(=O)NC1CCCCC1 JGSZWGSDTXOSJA-UHFFFAOYSA-N 0.000 abstract 1
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- JPYQFYIEOUVJDU-UHFFFAOYSA-N beclamide Chemical compound ClCCC(=O)NCC1=CC=CC=C1 JPYQFYIEOUVJDU-UHFFFAOYSA-N 0.000 abstract 1
- ZGJHIFYEQJEUKA-UHFFFAOYSA-N buclosamide Chemical compound CCCCNC(=O)C1=CC=C(Cl)C=C1O ZGJHIFYEQJEUKA-UHFFFAOYSA-N 0.000 abstract 1
- ABBZJHFBQXYTLU-UHFFFAOYSA-N but-3-enamide Chemical compound NC(=O)CC=C ABBZJHFBQXYTLU-UHFFFAOYSA-N 0.000 abstract 1
- NISGSNTVMOOSJQ-UHFFFAOYSA-N cyclopentanamine Chemical compound NC1CCCC1 NISGSNTVMOOSJQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- RTHJADUNBHFLSF-UHFFFAOYSA-N ethyl 4-bromo-2-hydroxybenzoate Chemical compound CCOC(=O)C1=CC=C(Br)C=C1O RTHJADUNBHFLSF-UHFFFAOYSA-N 0.000 abstract 1
- BMFVGAAISNGQNM-UHFFFAOYSA-N isopentylamine Chemical compound CC(C)CCN BMFVGAAISNGQNM-UHFFFAOYSA-N 0.000 abstract 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 abstract 1
- WUFUURSWOJROKY-UHFFFAOYSA-N methyl 2-hydroxy-4-iodobenzoate Chemical compound COC(=O)C1=CC=C(I)C=C1O WUFUURSWOJROKY-UHFFFAOYSA-N 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000002674 ointment Substances 0.000 abstract 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229960004889 salicylic acid Drugs 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/38—Aromatic compounds
- B27K3/40—Aromatic compounds halogenated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Forests & Forestry (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF19368A DE1026301B (de) | 1956-01-26 | 1956-01-26 | Verfahren zur Herstellung von antimykotisch wirksamen 4-Halogensalicylsaeureamiden |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB853295A true GB853295A (en) | 1960-11-02 |
Family
ID=7089297
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3037/57A Expired GB853295A (en) | 1956-01-26 | 1957-01-28 | Benzoic acid amides and a process for their manufacture |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE554530A (fr) |
| DE (1) | DE1026301B (fr) |
| GB (1) | GB853295A (fr) |
| NL (1) | NL98816C (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2235695A (en) * | 1989-09-05 | 1991-03-13 | Shell Int Research | Novel additives for lubricating oils |
| CN114235991A (zh) * | 2021-11-27 | 2022-03-25 | 山东省烟台市农业科学研究院 | 一种测定仲丁胺含量的高效液相色谱法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL134190C (fr) * | 1959-08-27 | |||
| US3455940A (en) * | 1965-12-07 | 1969-07-15 | Herbert C Stecker | Certain halo and dihalo n-substituted salicylamides |
-
1956
- 1956-01-26 DE DEF19368A patent/DE1026301B/de active Pending
-
1957
- 1957-01-21 NL NL213905A patent/NL98816C/nl active
- 1957-01-26 BE BE554530A patent/BE554530A/fr unknown
- 1957-01-28 GB GB3037/57A patent/GB853295A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2235695A (en) * | 1989-09-05 | 1991-03-13 | Shell Int Research | Novel additives for lubricating oils |
| US5089158A (en) * | 1989-09-05 | 1992-02-18 | Shell Oil Company | Additives for lubricating oils and processes for producing them |
| CN114235991A (zh) * | 2021-11-27 | 2022-03-25 | 山东省烟台市农业科学研究院 | 一种测定仲丁胺含量的高效液相色谱法 |
Also Published As
| Publication number | Publication date |
|---|---|
| BE554530A (fr) | 1960-01-29 |
| NL98816C (nl) | 1961-08-15 |
| DE1026301B (de) | 1958-03-20 |
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