GB1306512A - Organolithium derivative and its use in producing imidazoisoindoles - Google Patents
Organolithium derivative and its use in producing imidazoisoindolesInfo
- Publication number
- GB1306512A GB1306512A GB3670170A GB3670170A GB1306512A GB 1306512 A GB1306512 A GB 1306512A GB 3670170 A GB3670170 A GB 3670170A GB 3670170 A GB3670170 A GB 3670170A GB 1306512 A GB1306512 A GB 1306512A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- prepared
- formula
- imidazoisoindoles
- producing
- 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
- 125000001979 organolithium group Chemical group 0.000 title 1
- NVZLBPXTJTXPDC-UHFFFAOYSA-N pyrrolo[3,4-e]benzimidazole Chemical class C1=CC2=NC=NC2=C2C=NC=C21 NVZLBPXTJTXPDC-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000012458 free base Substances 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 150000003839 salts Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 150000002900 organolithium compounds Chemical class 0.000 abstract 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/02—Lithium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Indole Compounds (AREA)
Abstract
1306512 Organolithium compound SANDOZ Ltd 23 Feb 1970 [5 Mareh 1969 19 May 1969 9 Oct 1969] 36701/72 Divided out of 1306511 Headings C2C and C2J The compound of Formula IV is prepared by reacting the compound with a C 1-4 alkyl-lithium under an inert atmosphere and in an organic solvent such as hexane, heptane, diethyl ether or THF, usually at room temperature to 100‹ C. Compounds of Formula I in free base or acid addition salt form, where R and R 1 are H, F or Cl are prepared by reacting the compound of Formula IV above with where X is Cl, Br or -O-(C 1-4 alkyl) under an inert atmosphere and in an organic solvent, hydrolysing the resulting adduct and converting into the free base form or acid addition salt form as required. In the examples, the 5-(pchlorophenyl), 5-(3,4-dichlorophenyl) and 5-(3- fluorophenyl) compounds are prepared.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81294869A | 1969-03-05 | 1969-03-05 | |
| US82595469A | 1969-05-19 | 1969-05-19 | |
| US86517969A | 1969-10-09 | 1969-10-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1306512A true GB1306512A (en) | 1973-02-14 |
Family
ID=27420085
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB868870A Expired GB1306511A (en) | 1969-03-05 | 1970-02-23 | Imidazoline derivatives |
| GB3670170A Expired GB1306512A (en) | 1969-03-05 | 1970-02-23 | Organolithium derivative and its use in producing imidazoisoindoles |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB868870A Expired GB1306511A (en) | 1969-03-05 | 1970-02-23 | Imidazoline derivatives |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS4843120B1 (en) |
| CA (1) | CA939355A (en) |
| CH (2) | CH530980A (en) |
| DE (1) | DE2009780C2 (en) |
| ES (3) | ES377089A1 (en) |
| FR (2) | FR2034663B1 (en) |
| GB (2) | GB1306511A (en) |
| SE (2) | SE365218B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5039814A (en) * | 1990-05-02 | 1991-08-13 | Merck & Co., Inc. | Ortho-lithiation process for the synthesis of 2-substituted 1-(tetrazol-5-yl)benzenes |
| US5206374A (en) * | 1991-11-18 | 1993-04-27 | E. I. Du Pont De Nemours And Company | Process for preparing tetrazolylphenylboronic acid intermediates |
| US5310928A (en) * | 1991-11-18 | 1994-05-10 | E. I. Du Pont De Nemours And Company | Process for preparing biphenyltetrazole compounds |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6803799A (en) * | 1967-03-23 | 1968-09-24 | ||
| 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 |
| US3717658A (en) * | 1968-03-07 | 1973-02-20 | Hoffmann La Roche | 3'-arylspiro(imidazolidine-2,1'-phthalan)and 2-(2'-(alpha-hydroxy-arylmethyl)-aryl)-2-imidazoline derivatives |
-
1970
- 1970-02-20 CH CH246370A patent/CH530980A/en not_active IP Right Cessation
- 1970-02-20 CH CH1572572A patent/CH531511A/en not_active IP Right Cessation
- 1970-02-23 GB GB868870A patent/GB1306511A/en not_active Expired
- 1970-02-23 GB GB3670170A patent/GB1306512A/en not_active Expired
- 1970-03-03 JP JP1773070A patent/JPS4843120B1/ja active Pending
- 1970-03-03 CA CA076,316A patent/CA939355A/en not_active Expired
- 1970-03-03 DE DE19702009780 patent/DE2009780C2/en not_active Expired
- 1970-03-03 FR FR7007512A patent/FR2034663B1/fr not_active Expired
- 1970-03-03 ES ES377089A patent/ES377089A1/en not_active Expired
- 1970-03-04 SE SE285770A patent/SE365218B/xx unknown
-
1971
- 1971-06-30 FR FR7123908A patent/FR2100576B1/fr not_active Expired
-
1972
- 1972-04-26 ES ES402117A patent/ES402117A1/en not_active Expired
- 1972-04-26 ES ES402115A patent/ES402115A1/en not_active Expired
-
1973
- 1973-09-14 SE SE7312550A patent/SE405249B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES402115A1 (en) | 1975-11-01 |
| CA939355A (en) | 1974-01-01 |
| JPS4843120B1 (en) | 1973-12-17 |
| FR2034663B1 (en) | 1974-08-30 |
| CH531511A (en) | 1972-12-15 |
| FR2034663A1 (en) | 1970-12-11 |
| FR2100576B1 (en) | 1975-06-06 |
| CH530980A (en) | 1972-11-30 |
| DE2009780C2 (en) | 1983-11-24 |
| DE2009780A1 (en) | 1972-02-17 |
| ES402117A1 (en) | 1975-11-01 |
| SE365218B (en) | 1974-03-18 |
| FR2100576A1 (en) | 1972-03-24 |
| ES377089A1 (en) | 1972-12-16 |
| SE405249B (en) | 1978-11-27 |
| GB1306511A (en) | 1973-02-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |