GB1382351A - 4-aminoquinoline derivatives - Google Patents
4-aminoquinoline derivativesInfo
- Publication number
- GB1382351A GB1382351A GB3221472A GB3221472A GB1382351A GB 1382351 A GB1382351 A GB 1382351A GB 3221472 A GB3221472 A GB 3221472A GB 3221472 A GB3221472 A GB 3221472A GB 1382351 A GB1382351 A GB 1382351A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- prepared
- compounds
- reaction
- alkyl
- 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
- 150000005011 4-aminoquinolines Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 7
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 2
- -1 monocyclic aryl radical Chemical class 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- ZFCOUBUSGHLCDT-UHFFFAOYSA-N 2-(trifluoromethoxy)aniline Chemical compound NC1=CC=CC=C1OC(F)(F)F ZFCOUBUSGHLCDT-UHFFFAOYSA-N 0.000 abstract 1
- OEFHGIFQRVQFSA-UHFFFAOYSA-N 4-chloro-8-(trifluoromethoxy)quinoline Chemical compound C1=CN=C2C(OC(F)(F)F)=CC=CC2=C1Cl OEFHGIFQRVQFSA-UHFFFAOYSA-N 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 230000001419 dependent effect Effects 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- LTMHNWPUDSTBKD-UHFFFAOYSA-N diethyl 2-(ethoxymethylidene)propanedioate Chemical compound CCOC=C(C(=O)OCC)C(=O)OCC LTMHNWPUDSTBKD-UHFFFAOYSA-N 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- KKARCEJENGWHPP-UHFFFAOYSA-N n-(trifluoromethoxy)aniline Chemical compound FC(F)(F)ONC1=CC=CC=C1 KKARCEJENGWHPP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229960000380 propiolactone Drugs 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
- C07D215/44—Nitrogen atoms attached in position 4 with aryl radicals attached to said nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7125221A FR2145360B1 (enrdf_load_stackoverflow) | 1971-07-09 | 1971-07-09 | |
| FR7219297A FR2186244B2 (enrdf_load_stackoverflow) | 1971-07-09 | 1972-05-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1382351A true GB1382351A (en) | 1975-01-29 |
Family
ID=26216510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3221472A Expired GB1382351A (en) | 1971-07-09 | 1972-07-10 | 4-aminoquinoline derivatives |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE785973A (enrdf_load_stackoverflow) |
| CH (2) | CH555340A (enrdf_load_stackoverflow) |
| DE (1) | DE2233845A1 (enrdf_load_stackoverflow) |
| FR (2) | FR2145360B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1382351A (enrdf_load_stackoverflow) |
| NL (1) | NL7209479A (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2228482B1 (enrdf_load_stackoverflow) * | 1973-05-11 | 1976-05-14 | Roussel Uclaf | |
| FR2233059B1 (enrdf_load_stackoverflow) * | 1973-06-13 | 1976-09-03 | Roussel Uclaf |
-
0
- BE BE785973D patent/BE785973A/xx unknown
-
1971
- 1971-07-09 FR FR7125221A patent/FR2145360B1/fr not_active Expired
-
1972
- 1972-05-30 FR FR7219297A patent/FR2186244B2/fr not_active Expired
- 1972-06-28 CH CH1385873A patent/CH555340A/fr not_active IP Right Cessation
- 1972-06-28 CH CH968672A patent/CH554341A/fr not_active IP Right Cessation
- 1972-07-07 NL NL7209479A patent/NL7209479A/xx not_active Application Discontinuation
- 1972-07-10 GB GB3221472A patent/GB1382351A/en not_active Expired
- 1972-07-10 DE DE19722233845 patent/DE2233845A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| FR2145360B1 (enrdf_load_stackoverflow) | 1975-08-01 |
| CH555340A (fr) | 1974-10-31 |
| NL7209479A (enrdf_load_stackoverflow) | 1973-01-11 |
| CH554341A (fr) | 1974-09-30 |
| BE785973A (fr) | 1973-01-08 |
| FR2145360A1 (enrdf_load_stackoverflow) | 1973-02-23 |
| DE2233845A1 (de) | 1973-01-18 |
| FR2186244B2 (enrdf_load_stackoverflow) | 1975-08-08 |
| FR2186244A2 (enrdf_load_stackoverflow) | 1974-01-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |