ES401024A1 - PROCEDURE FOR OBTAINING QUINOLINE DERIVATIVES. - Google Patents
PROCEDURE FOR OBTAINING QUINOLINE DERIVATIVES.Info
- Publication number
- ES401024A1 ES401024A1 ES401024A ES401024A ES401024A1 ES 401024 A1 ES401024 A1 ES 401024A1 ES 401024 A ES401024 A ES 401024A ES 401024 A ES401024 A ES 401024A ES 401024 A1 ES401024 A1 ES 401024A1
- Authority
- ES
- Spain
- Prior art keywords
- radical
- hydrogen atom
- signify
- ono2
- formula
- 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 3
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 title abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical class N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 6
- 229910004679 ONO2 Inorganic materials 0.000 abstract 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- BQIKRTGTPBOIMK-UHFFFAOYSA-N [O]C[O] Chemical compound [O]C[O] BQIKRTGTPBOIMK-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910001960 metal nitrate Inorganic materials 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 abstract 1
- 125000001424 substituent group Chemical group 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
- C07D215/38—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
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms 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
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
- C07D215/46—Nitrogen atoms attached in position 4 with hydrocarbon radicals, substituted by nitrogen atoms, attached to said nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedure for obtaining quinoline derivatives, of formula I, **(See formula)** wherein o Y, Y1, Y2 and Y3 are the same or different, and each signifies a hydrogen, fluorine, chlorine or bromine atom, or an alkyl or alkoxy radical of 1 to 3 carbon atoms, provided that by at least two of Y, Y1, Y2 and Y3 signify a hydrogen atom, and that when one of Y, Y1, Y2 and Y3 signifies a fluorine, chlorine or bromine atom, then the other symbols mean a hydrogen atom, or Y1 and Y2 together signify a methylenedioxy radical and each of Y and Y3 signify a hydrogen atom, i (i) R signify a radical selected from the group consisting of a) -CH2 (-CH2) n-ONO2, b) -CH2 (-CH) n-ONO2 and c) -CH2 (-CH2) z-N [-CH2 (-CH2) y-ONO2], wherein R2 is a hydrogen atom or a radical - (CH2-) mCH3 or - (CH2-) xONO2, where m is 0 to 4, x is 1 to 4, n is 1 to 6, preferably 3 to 5, y means 1 to 4 and z means 1 to 4, and R1 means a hydrogen atom, an alkyl radical of 1 to 4 carbon atoms, or a radical defined in section a) above, with the proviso that 1) when R means a radical defined in section b) or c) above, R1 has a meaning other than a radical defined in section a) above, 2) the sum of n and m does not exceed 6, 3) the sum of nyx does not exceed 7, 4) in any radical defined in section b) above that is present, only one substituent R2 has a meaning other than a hydrogen atom, or (ii) R and R1, together with the nitrogen atom to which they are linked, signify a radical of formula II, **(See formula)** wherein z has the meaning indicated above, and 1-C1-3 alkyl iodides thereof, characterized in that a corresponding hydroxy compound of formula III is nitrated, **(See formula)** where Y, Y1, Y2 and Y3 have the meanings indicated above, and y have the same meaning as R and R1, respectively, as defined above, except that each -ONO2 group in R and R1 is replaced by a group hydroxy in R3 and R4 or a 1-C1-3 alkyl iodide thereof and, when nitric acid is used, conveniently carrying out the procedure at a temperature of between -70 and 50ºC, preferably between -5 and 20ºC and, when carried out an appropriate metal nitrate and forphoric or thiophosphoric esters, carrying out the reaction at a preferred temperature of between 20 and 80ºC. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12737671A | 1971-03-23 | 1971-03-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES401024A1 true ES401024A1 (en) | 1975-09-01 |
Family
ID=22429789
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES401024A Expired ES401024A1 (en) | 1971-03-23 | 1972-03-21 | PROCEDURE FOR OBTAINING QUINOLINE DERIVATIVES. |
Country Status (9)
| Country | Link |
|---|---|
| AT (1) | ATA243272A (en) |
| BE (1) | BE781013A (en) |
| DD (1) | DD100253A5 (en) |
| DE (1) | DE2214051A1 (en) |
| ES (1) | ES401024A1 (en) |
| FR (1) | FR2130520B1 (en) |
| GB (1) | GB1374339A (en) |
| HU (1) | HU165249B (en) |
| NL (1) | NL7203479A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3134945A1 (en) * | 1981-09-03 | 1983-03-17 | Bayer Ag, 5090 Leverkusen | SUBSTITUTED 2-AMINO-3,4-DIHYDROPYRIDINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE IN MEDICINAL PRODUCTS |
| US5817520A (en) * | 1991-12-20 | 1998-10-06 | Oxis International S.A. | Spectrophotometric methods for assaying total mercaptans, reduced glutathione (GSH) and mercaptans other than GSH in an aqueous medium reagents and kits for implementing same |
| CN102796040B (en) * | 2012-08-23 | 2015-03-25 | 天津药物研究院 | 1,4-disubstituted piperazine derivatives and their preparation method and use |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3637701A (en) * | 1969-03-03 | 1972-01-25 | Sandoz Ag | Certain nitrate derivatives of 4-aminoquinazolines |
-
1972
- 1972-03-16 NL NL7203479A patent/NL7203479A/xx unknown
- 1972-03-21 BE BE781013A patent/BE781013A/en unknown
- 1972-03-21 HU HUSA002331 patent/HU165249B/hu unknown
- 1972-03-21 ES ES401024A patent/ES401024A1/en not_active Expired
- 1972-03-21 DD DD16169172A patent/DD100253A5/xx unknown
- 1972-03-21 GB GB1310272A patent/GB1374339A/en not_active Expired
- 1972-03-22 FR FR7209933A patent/FR2130520B1/fr not_active Expired
- 1972-03-22 AT AT243272A patent/ATA243272A/en not_active Application Discontinuation
- 1972-03-23 DE DE19722214051 patent/DE2214051A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2130520B1 (en) | 1975-12-26 |
| ATA243272A (en) | 1975-06-15 |
| GB1374339A (en) | 1974-11-20 |
| DE2214051A1 (en) | 1972-10-05 |
| FR2130520A1 (en) | 1972-11-03 |
| DD100253A5 (en) | 1973-09-12 |
| NL7203479A (en) | 1972-09-26 |
| BE781013A (en) | 1972-09-21 |
| HU165249B (en) | 1974-07-27 |
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