ES364005A1 - PROCEDURE FOR OBTAINING QUINAZO-LINONE DERIVATIVES. - Google Patents
PROCEDURE FOR OBTAINING QUINAZO-LINONE DERIVATIVES.Info
- Publication number
- ES364005A1 ES364005A1 ES364005A ES364005A ES364005A1 ES 364005 A1 ES364005 A1 ES 364005A1 ES 364005 A ES364005 A ES 364005A ES 364005 A ES364005 A ES 364005A ES 364005 A1 ES364005 A1 ES 364005A1
- Authority
- ES
- Spain
- Prior art keywords
- radical
- carbon atoms
- alkyl
- atom
- 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 2
- -1 alkyl radical Chemical class 0.000 abstract 11
- 125000004432 carbon atom Chemical group C* 0.000 abstract 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 229910052731 fluorine Inorganic materials 0.000 abstract 3
- 239000011737 fluorine Substances 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical class C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 abstract 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
Landscapes
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Procedure for obtaining quinazolinone derivatives of the formula **(See formula)** wherein R'means a fluorine, chlorine or bromine atom, an alkyl radical of 1 to 5 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, an alkylthio radical of 1 to 4 carbon atoms, or a nitro, cyano, acetamido or trifluoromethyl group, n represents 1 or 2, with the conditions i) that when n = 1, R'does not mean a halogen atom, and ii) that when n = 2, each of the R', which may be the same or different, represents an alkyl or alkoxy radical or a halogen atom, R'1 means an alkyl radical of 1 to 5 carbon atoms, does not mean a tertiary alkyl group in which the tertiary carbon atom is directly linked to the nitrogen atom of the ring, or a ring radical or propargyl, with the proviso that R'1 can only mean an isopropyl radical when n = 1 and R means a hydroxyl, amino, cyano, acetamido or mercapto group, and R2 signifies a fernyl radical or a substituted phenyl radical of formula II, **(See formula)** wherein Y means a fluorine, chlorine or bromine atom, an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, or a trifluoromethyl group, or Y means a hydrogen atom, a fluorine, chlorine or bromine atom, an alkyl radical of 1 to 4 carbon atoms, or an alkoxy radical of 1 to 4 carbon atoms, Y or Y1 being alkoxy when R is hydroxy or mercapto, characterized in that a compound of formula III is reacted, **(See formula)** wherein R', R'1, R2, n are as defined above, with a lower alkyl (C1-C5) carbamate, preferably urethane, in the presence of a catalytic amount of a Lewis acid, for example zinc chloride, at a temperature of at least 140ºC, preferably 160º to 200ºC. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70793268A | 1968-02-26 | 1968-02-26 | |
| US74180468A | 1968-07-01 | 1968-07-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES364005A1 true ES364005A1 (en) | 1971-02-16 |
Family
ID=27107992
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES364005A Expired ES364005A1 (en) | 1968-02-26 | 1969-02-24 | PROCEDURE FOR OBTAINING QUINAZO-LINONE DERIVATIVES. |
Country Status (10)
| Country | Link |
|---|---|
| BG (4) | BG17596A3 (en) |
| DK (3) | DK128007B (en) |
| ES (1) | ES364005A1 (en) |
| IE (1) | IE33434B1 (en) |
| IL (1) | IL31683A (en) |
| NO (1) | NO128962B (en) |
| OA (1) | OA03389A (en) |
| PL (2) | PL79534B1 (en) |
| RO (2) | RO55407A (en) |
| SE (1) | SE353911B (en) |
-
1968
- 1968-10-28 PL PL1968129788A patent/PL79534B1/pl unknown
-
1969
- 1969-02-14 NO NO00603/69A patent/NO128962B/no unknown
- 1969-02-17 DK DK86669AA patent/DK128007B/en unknown
- 1969-02-19 SE SE02281/69A patent/SE353911B/xx unknown
- 1969-02-24 ES ES364005A patent/ES364005A1/en not_active Expired
- 1969-02-24 PL PL1969131919A patent/PL70441B1/pl unknown
- 1969-02-24 IL IL31683A patent/IL31683A/en unknown
- 1969-02-24 IE IE238/69A patent/IE33434B1/en unknown
- 1969-02-25 BG BG013123A patent/BG17596A3/en unknown
- 1969-02-25 BG BG013122A patent/BG17595A3/en unknown
- 1969-02-25 BG BG013126A patent/BG17597A3/en unknown
- 1969-02-25 BG BG011741A patent/BG17592A3/en unknown
- 1969-02-25 RO RO59192A patent/RO55407A/ro unknown
- 1969-02-25 RO RO64032A patent/RO57857A/ro unknown
- 1969-02-26 OA OA53522A patent/OA03389A/en unknown
-
1970
- 1970-03-04 DK DK108170AA patent/DK128564B/en unknown
- 1970-03-04 DK DK107870AA patent/DK127187B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BG17596A3 (en) | 1973-11-10 |
| BG17592A3 (en) | 1973-11-10 |
| PL79534B1 (en) | 1975-06-30 |
| BG17597A3 (en) | 1973-11-10 |
| IL31683A (en) | 1974-09-10 |
| SE353911B (en) | 1973-02-19 |
| DK128007B (en) | 1974-02-18 |
| IE33434B1 (en) | 1974-06-26 |
| NO128962B (en) | 1974-02-04 |
| IE33434L (en) | 1969-08-26 |
| PL70441B1 (en) | 1974-02-28 |
| BG17595A3 (en) | 1973-11-10 |
| OA03389A (en) | 1970-12-15 |
| DK127187B (en) | 1973-10-01 |
| RO55407A (en) | 1974-03-01 |
| RO57857A (en) | 1975-02-15 |
| DK128564B (en) | 1974-05-27 |
| IL31683A0 (en) | 1969-04-30 |
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