NO126084B - - Google Patents
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- Publication number
- NO126084B NO126084B NO3814/68A NO381468A NO126084B NO 126084 B NO126084 B NO 126084B NO 3814/68 A NO3814/68 A NO 3814/68A NO 381468 A NO381468 A NO 381468A NO 126084 B NO126084 B NO 126084B
- Authority
- NO
- Norway
- Prior art keywords
- halogen
- general formula
- diamine
- hydrogen
- formula
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 150000004985 diamines Chemical class 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 2
- 235000019502 Orange oil Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000004992 fission Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000010502 orange oil Substances 0.000 description 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- WAUSCHXBFNDDSK-UHFFFAOYSA-N 5-phenyl-3,5-dihydro-2h-imidazo[2,1-a]isoindole;sulfuric acid Chemical compound OS(O)(=O)=O.C12=CC=CC=C2C2=NCCN2C1C1=CC=CC=C1 WAUSCHXBFNDDSK-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 229940125716 antipyretic agent Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003368 psychostimulant agent Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/41—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D233/22—Radicals substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71120268A | 1968-03-07 | 1968-03-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO126084B true NO126084B (es) | 1972-12-18 |
Family
ID=24857164
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO3814/68A NO126084B (es) | 1968-03-07 | 1968-09-26 | |
| NO3813/68A NO123530B (es) | 1968-03-07 | 1968-09-26 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO3813/68A NO123530B (es) | 1968-03-07 | 1968-09-26 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3717658A (es) |
| JP (1) | JPS4843757B1 (es) |
| AT (2) | AT284112B (es) |
| BE (2) | BE729433A (es) |
| BR (2) | BR6906859D0 (es) |
| CA (1) | CA948638A (es) |
| CH (2) | CH503045A (es) |
| DE (2) | DE1910933A1 (es) |
| ES (2) | ES364424A1 (es) |
| FR (2) | FR2070047B1 (es) |
| GB (2) | GB1185618A (es) |
| HU (2) | HU164902B (es) |
| IE (2) | IE33111B1 (es) |
| IL (3) | IL31558A (es) |
| NL (2) | NL6902846A (es) |
| NO (2) | NO126084B (es) |
| SE (1) | SE347511B (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3879415A (en) * | 1967-03-30 | 1975-04-22 | Hoffmann La Roche | Novel 2{8 2-(1,3-diazacycloalk-2-enyl){9 benzophenone derivatives and novel 1,3-diazacycloalkenyl {8 2,1-a{9 {0 isoindole derivatives |
| US3935218A (en) * | 1968-09-05 | 1976-01-27 | American Home Products Corporation | Imidazolinyl phenyl carbonyl compounds acid addition salts and related compounds |
| CH530980A (de) * | 1969-03-05 | 1972-11-30 | Sandoz Ag | Verfahren zur Herstellung von Imidazo(2,1-a)isoindolen |
| US3852303A (en) * | 1969-03-05 | 1974-12-03 | Sandoz Ag | PROCESS FOR IMIDAZO{8 2,1-a{9 ISOINDOLES AND INTERMEDIATES |
| US3931218A (en) * | 1973-02-14 | 1976-01-06 | American Home Products Corporation | 2-(N-alkyl-2-imidazolin-2-yl)benzophenones and process for their preparation |
| US3992400A (en) * | 1974-04-04 | 1976-11-16 | The Upjohn Company | 1-(α-Phenyl-o-tolyl)imidazoles |
| US3936471A (en) * | 1974-08-07 | 1976-02-03 | American Home Products Corporation | (Hexahydrobenzimidazol-2-yl)benzophenones and derivatives |
| JPS53151759U (es) * | 1977-05-07 | 1978-11-29 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3888846A (en) * | 1967-03-30 | 1975-06-10 | Hoffmann La Roche | Process for 2(2-(1,3-diazacycloalk-2-enyl))benzophenone derivatives and 1,3-diazacycloalkenyl(2,1-a)isoindole derivatives |
-
1968
- 1968-03-07 US US00711202A patent/US3717658A/en not_active Expired - Lifetime
- 1968-09-26 NO NO3814/68A patent/NO126084B/no unknown
- 1968-09-26 NO NO3813/68A patent/NO123530B/no unknown
- 1968-09-27 SE SE13074/68A patent/SE347511B/xx unknown
-
1969
- 1969-02-05 CH CH172969A patent/CH503045A/de not_active IP Right Cessation
- 1969-02-05 CH CH173069A patent/CH541573A/de not_active IP Right Cessation
- 1969-02-05 IL IL31558A patent/IL31558A/en unknown
- 1969-02-09 IL IL31580A patent/IL31580A/en unknown
- 1969-02-09 IL IL39056A patent/IL39056A/xx unknown
- 1969-02-10 CA CA042,441A patent/CA948638A/en not_active Expired
- 1969-02-24 NL NL6902846A patent/NL6902846A/xx unknown
- 1969-02-25 NL NL6902923A patent/NL6902923A/xx unknown
- 1969-03-03 JP JP44015448A patent/JPS4843757B1/ja active Pending
- 1969-03-04 DE DE19691910933 patent/DE1910933A1/de active Pending
- 1969-03-04 DE DE19691910932 patent/DE1910932A1/de active Pending
- 1969-03-04 IE IE275/69A patent/IE33111B1/xx unknown
- 1969-03-04 IE IE276/69A patent/IE32975B1/xx unknown
- 1969-03-05 BR BR206859/69A patent/BR6906859D0/pt unknown
- 1969-03-05 BR BR206858/69A patent/BR6906858D0/pt unknown
- 1969-03-06 BE BE729433D patent/BE729433A/xx unknown
- 1969-03-06 FR FR6906211A patent/FR2070047B1/fr not_active Expired
- 1969-03-06 AT AT222069A patent/AT284112B/de not_active IP Right Cessation
- 1969-03-06 AT AT221969A patent/AT282623B/de not_active IP Right Cessation
- 1969-03-06 GB GB01862/69A patent/GB1185618A/en not_active Expired
- 1969-03-06 ES ES364424A patent/ES364424A1/es not_active Expired
- 1969-03-06 BE BE729432D patent/BE729432A/xx unknown
- 1969-03-06 FR FR6906210A patent/FR2003407A1/fr not_active Withdrawn
- 1969-03-06 GB GB01861/69A patent/GB1187009A/en not_active Expired
- 1969-03-06 ES ES364423A patent/ES364423A1/es not_active Expired
- 1969-03-07 HU HUHO1150A patent/HU164902B/hu unknown
- 1969-03-07 HU HUHO1151A patent/HU162976B/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR6906859D0 (pt) | 1973-05-10 |
| FR2070047A1 (es) | 1971-09-10 |
| US3717658A (en) | 1973-02-20 |
| IE32975L (en) | 1970-09-07 |
| ES364423A1 (es) | 1971-02-01 |
| HU164902B (es) | 1974-05-28 |
| FR2070047B1 (es) | 1974-01-11 |
| IL31580A0 (en) | 1969-04-30 |
| AT284112B (de) | 1970-09-10 |
| IE33111B1 (en) | 1974-03-20 |
| JPS4843757B1 (es) | 1973-12-20 |
| GB1185618A (en) | 1970-03-25 |
| CA948638A (en) | 1974-06-04 |
| DE1910933A1 (de) | 1969-10-16 |
| IL31558A (en) | 1972-10-29 |
| NL6902846A (es) | 1969-09-09 |
| IL31580A (en) | 1973-01-30 |
| NO123530B (es) | 1971-12-06 |
| IL31558A0 (en) | 1969-04-30 |
| DE1910932A1 (de) | 1969-10-16 |
| SE347511B (es) | 1972-08-07 |
| AT282623B (de) | 1970-07-10 |
| IE33111L (en) | 1969-09-07 |
| ES364424A1 (es) | 1971-02-01 |
| HU162976B (es) | 1973-05-28 |
| IL39056A (en) | 1973-01-30 |
| NL6902923A (es) | 1969-09-09 |
| BE729433A (es) | 1969-09-08 |
| FR2003407A1 (es) | 1969-11-07 |
| IE32975B1 (en) | 1974-02-06 |
| GB1187009A (en) | 1970-04-08 |
| BE729432A (es) | 1969-09-08 |
| CH541573A (de) | 1973-09-15 |
| BR6906858D0 (pt) | 1973-05-10 |
| CH503045A (de) | 1971-02-15 |
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