GB1076109A - Substituted 6-phenyl 2,3,5,6-tetrahydroimidazo[2,1-b] thiazoles, salts thereof, novel intermediates thereof, and the preparation of the above compounds - Google Patents
Substituted 6-phenyl 2,3,5,6-tetrahydroimidazo[2,1-b] thiazoles, salts thereof, novel intermediates thereof, and the preparation of the above compoundsInfo
- Publication number
- GB1076109A GB1076109A GB4796865A GB4796865A GB1076109A GB 1076109 A GB1076109 A GB 1076109A GB 4796865 A GB4796865 A GB 4796865A GB 4796865 A GB4796865 A GB 4796865A GB 1076109 A GB1076109 A GB 1076109A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- prepared
- substituted
- ethanol
- aziridine
- 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
- 150000003839 salts Chemical class 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 title abstract 2
- HLFSDGLLUJUHTE-UHFFFAOYSA-N 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole Chemical class N1=C2SCCN2CC1C1=CC=CC=C1 HLFSDGLLUJUHTE-UHFFFAOYSA-N 0.000 title 1
- 239000000543 intermediate Substances 0.000 title 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 235000019441 ethanol Nutrition 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- NGKOCETVOBCCII-UHFFFAOYSA-N 2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole Chemical class C1CN=C2SCCN21 NGKOCETVOBCCII-UHFFFAOYSA-N 0.000 abstract 1
- KAIFKGWQGYXFLL-UHFFFAOYSA-N 2-(2-phenylaziridin-1-yl)ethanol Chemical class OCCN1CC1C1=CC=CC=C1 KAIFKGWQGYXFLL-UHFFFAOYSA-N 0.000 abstract 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 abstract 1
- 125000005236 alkanoylamino group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- WFCLYEAZTHWNEH-UHFFFAOYSA-N ethylthiocyanate Chemical compound CCSC#N WFCLYEAZTHWNEH-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- -1 phenyloxy Chemical group 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
- C07D203/10—Radicals substituted by singly bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D277/18—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49323165A | 1965-10-05 | 1965-10-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1076109A true GB1076109A (en) | 1967-07-19 |
Family
ID=23959414
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4796865A Expired GB1076109A (en) | 1965-10-05 | 1965-11-11 | Substituted 6-phenyl 2,3,5,6-tetrahydroimidazo[2,1-b] thiazoles, salts thereof, novel intermediates thereof, and the preparation of the above compounds |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE674078A (enrdf_load_stackoverflow) |
| BR (1) | BR6575121D0 (enrdf_load_stackoverflow) |
| CH (1) | CH478145A (enrdf_load_stackoverflow) |
| DE (1) | DE1545568A1 (enrdf_load_stackoverflow) |
| ES (1) | ES331875A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1477467A (enrdf_load_stackoverflow) |
| GB (1) | GB1076109A (enrdf_load_stackoverflow) |
| NL (1) | NL6515686A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL129632C (enrdf_load_stackoverflow) * | 1965-12-10 | |||
| FR2207708A1 (en) * | 1972-11-30 | 1974-06-21 | Rhone Poulenc Sa | 2-Aryl-2,3,5,6-tetrahydroimidazo(2,1-b)thiazoles - with antidepressant, psychoenergising and anorectic activity |
| GB1475891A (en) * | 1973-06-18 | 1977-06-10 | American Cyanamid Co | Method of preparing dl-or l-tetramisole and acid addition salts thereof |
-
1965
- 1965-11-11 GB GB4796865A patent/GB1076109A/en not_active Expired
- 1965-11-23 BR BR17512165A patent/BR6575121D0/pt unknown
- 1965-11-23 DE DE19651545568 patent/DE1545568A1/de active Pending
- 1965-12-02 NL NL6515686A patent/NL6515686A/xx unknown
- 1965-12-08 FR FR41405A patent/FR1477467A/fr not_active Expired
- 1965-12-20 BE BE674078D patent/BE674078A/xx unknown
-
1966
- 1966-10-04 ES ES331875A patent/ES331875A1/es not_active Expired
- 1966-10-05 CH CH1434366A patent/CH478145A/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH478145A (de) | 1969-09-15 |
| DE1545568A1 (de) | 1969-11-27 |
| ES331875A1 (es) | 1968-08-01 |
| BR6575121D0 (pt) | 1973-09-06 |
| FR1477467A (fr) | 1967-04-21 |
| BE674078A (enrdf_load_stackoverflow) | 1966-06-20 |
| NL6515686A (enrdf_load_stackoverflow) | 1967-04-06 |
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