GB634951A - Improvements in or relating to thiazolidone compounds - Google Patents
Improvements in or relating to thiazolidone compoundsInfo
- Publication number
- GB634951A GB634951A GB2992147A GB2992147A GB634951A GB 634951 A GB634951 A GB 634951A GB 2992147 A GB2992147 A GB 2992147A GB 2992147 A GB2992147 A GB 2992147A GB 634951 A GB634951 A GB 634951A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- acid
- thioglycollic
- compounds
- benziminazolyl
- 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
- SLYRGJDSFOCAAI-UHFFFAOYSA-N 1,3-thiazolidin-2-one Chemical class O=C1NCCS1 SLYRGJDSFOCAAI-UHFFFAOYSA-N 0.000 title abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- UGWULZWUXSCWPX-UHFFFAOYSA-N 2-sulfanylideneimidazolidin-4-one Chemical compound O=C1CNC(=S)N1 UGWULZWUXSCWPX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000012670 alkaline solution Substances 0.000 abstract 1
- YHASWHZGWUONAO-UHFFFAOYSA-N butanoyl butanoate Chemical compound CCCC(=O)OC(=O)CCC YHASWHZGWUONAO-UHFFFAOYSA-N 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- -1 mercapto compound Chemical class 0.000 abstract 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 150000003852 triazoles Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/28—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/95—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in positions 2 and 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
-
- 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
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D519/04—Dimeric indole alkaloids, e.g. vincaleucoblastine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Compounds of the general formula <FORM:0634951/IV (b)/1> wherein D is the residue of a 5- or 6-membered ring, are prepared by heating a compound of the general formula <FORM:0634951/IV (b)/2> in presence of a dehydrating agent such as acetic, propionic, or butyric anhydride. Compounds of the second general formula are prepared by reacting the corresponding mercapto compound with chloracetic acid in alkaline solution. D may be the residue of an iminazolyl, dihydroiminazolyl, benziminazolyl, pyrimidyl, triazole, thiohydantoin, or thiotriazolone nucleus. S-Benziminazolyl-(2)-thioglycollic acid is prepared by adding an aqueous sodium hydroxide solution of chloracetic acid to an aqueous sodium hydroxide solution of 2-mercaptobenziminazole, and heating. S-[6-keto - 4 - methyldihydropyrimidyl - (2)] - thioglycollic acid, S-[4-ketodihydroquinazolyl-(2)]-thioglycollic acid, and 5-methyl-1 : 3 : 4-triazole-2-thioglycollic acid are similarly prepared. 2 : 3 - (Benziminazo - 11:21) - thiazolidone - 4 is prepared by heating S-benziminazolyl-(2)-thioglycollic acid in pyridine containing acetic anhydride. Thiazolidone compounds are similarly prepared from the other thioglycollic acids. Specification 634,952, [Group IV (c)], is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2992147A GB634951A (en) | 1947-11-10 | 1947-11-10 | Improvements in or relating to thiazolidone compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2992147A GB634951A (en) | 1947-11-10 | 1947-11-10 | Improvements in or relating to thiazolidone compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB634951A true GB634951A (en) | 1950-03-29 |
Family
ID=10299359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2992147A Expired GB634951A (en) | 1947-11-10 | 1947-11-10 | Improvements in or relating to thiazolidone compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB634951A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE961169C (en) * | 1953-06-19 | 1957-04-04 | Geigy Ag J R | Process for the preparation of heterocyclic monothiocarbonic acid esters |
| FR2578541A1 (en) * | 1985-03-11 | 1986-09-12 | Richter Gedeon Vegyeszet | NOVEL SUBSTITUTED BENZIMIDAZOLE DERIVATIVES IN 5 CONTAINING SULFUR AND METHOD FOR THEIR PREPARATION |
-
1947
- 1947-11-10 GB GB2992147A patent/GB634951A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE961169C (en) * | 1953-06-19 | 1957-04-04 | Geigy Ag J R | Process for the preparation of heterocyclic monothiocarbonic acid esters |
| FR2578541A1 (en) * | 1985-03-11 | 1986-09-12 | Richter Gedeon Vegyeszet | NOVEL SUBSTITUTED BENZIMIDAZOLE DERIVATIVES IN 5 CONTAINING SULFUR AND METHOD FOR THEIR PREPARATION |
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