GB1193148A - 2-(p-Dialkylaminophenyl)-Thiazolium Salts - Google Patents
2-(p-Dialkylaminophenyl)-Thiazolium SaltsInfo
- Publication number
- GB1193148A GB1193148A GB40159/67A GB4015967A GB1193148A GB 1193148 A GB1193148 A GB 1193148A GB 40159/67 A GB40159/67 A GB 40159/67A GB 4015967 A GB4015967 A GB 4015967A GB 1193148 A GB1193148 A GB 1193148A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethylamino
- thiobenzamide
- sept
- thiazolium salts
- dialkylaminophenyl
- 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 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- SDFRYORMCTUBPW-UHFFFAOYSA-N 4-(dimethylamino)-N-ethylbenzenecarbothioamide Chemical compound CN(C1=CC=C(C(=S)NCC)C=C1)C SDFRYORMCTUBPW-UHFFFAOYSA-N 0.000 abstract 1
- QQPUEBMQJFPSFL-UHFFFAOYSA-N 4-(dimethylamino)-n-methylbenzamide Chemical compound CNC(=O)C1=CC=C(N(C)C)C=C1 QQPUEBMQJFPSFL-UHFFFAOYSA-N 0.000 abstract 1
- UGJDXRVQCYBXAJ-UHFFFAOYSA-N 4-(dimethylamino)benzoyl chloride Chemical compound CN(C)C1=CC=C(C(Cl)=O)C=C1 UGJDXRVQCYBXAJ-UHFFFAOYSA-N 0.000 abstract 1
- QIOZLISABUUKJY-UHFFFAOYSA-N Thiobenzamide Chemical compound NC(=S)C1=CC=CC=C1 QIOZLISABUUKJY-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001728 carbonyl compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 230000003993 interaction Effects 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
-
- 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
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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 ring carbon atoms
- C07D277/28—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
- C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,193,148. Thiazolium salts. ABBOTT LABORATORIES. 1 Sept., 1967 [21 Sept., 1966], No. 40159/67. Heading C2C. Novel compounds I wherein R 1 and R 2 represent hydrogen, alkyl and phenyl or R 1 and R 2 together represent a saturated hydrocarbon chain containing 4 or 5 carbon atoms, R 3 represents methyl or ethyl and X is an anion, are prepared by the interaction of a 4 - dimethylamino - N - R 3 - thiobenzamide and a halo substituted carbonyl compound. 4 - Dimethylamino - N - methylbenzamide, obtained by reacting p-dimethylaminobenzoyl chloride with methylamine, is converted to the thiobenzamide utilizing P 2 S 5 in pyridine; 4-dimethylamino - N - ethylthiobenzamide is also described. Compounds I which may be added to animal feeds show anthelmintie activity.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA970929 | 1966-09-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1193148A true GB1193148A (en) | 1970-05-28 |
Family
ID=4142668
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB40159/67A Expired GB1193148A (en) | 1966-09-21 | 1967-09-01 | 2-(p-Dialkylaminophenyl)-Thiazolium Salts |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE704118A (en) |
| DE (1) | DE1645996A1 (en) |
| DK (1) | DK121172B (en) |
| ES (1) | ES345191A1 (en) |
| FR (1) | FR7168M (en) |
| GB (1) | GB1193148A (en) |
| NL (1) | NL6712424A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4153703A (en) * | 1977-06-30 | 1979-05-08 | Uniroyal, Inc. | Method of controlling insects and acarids with certain aryl-substituted thiazoles |
| US4197306A (en) * | 1977-06-30 | 1980-04-08 | Uniroyal, Inc. | Aryl-substituted thiazoles |
-
1967
- 1967-09-01 GB GB40159/67A patent/GB1193148A/en not_active Expired
- 1967-09-11 NL NL6712424A patent/NL6712424A/xx unknown
- 1967-09-19 ES ES345191A patent/ES345191A1/en not_active Expired
- 1967-09-19 DE DE19671645996 patent/DE1645996A1/en active Pending
- 1967-09-19 DK DK467767A patent/DK121172B/en unknown
- 1967-09-20 FR FR121602A patent/FR7168M/fr not_active Expired
- 1967-09-21 BE BE704118D patent/BE704118A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4153703A (en) * | 1977-06-30 | 1979-05-08 | Uniroyal, Inc. | Method of controlling insects and acarids with certain aryl-substituted thiazoles |
| US4197306A (en) * | 1977-06-30 | 1980-04-08 | Uniroyal, Inc. | Aryl-substituted thiazoles |
Also Published As
| Publication number | Publication date |
|---|---|
| BE704118A (en) | 1968-03-21 |
| DK121172B (en) | 1971-09-20 |
| FR7168M (en) | 1969-08-11 |
| DE1645996A1 (en) | 1971-01-14 |
| NL6712424A (en) | 1968-03-22 |
| ES345191A1 (en) | 1968-11-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |