GB619515A - Organic mercury compounds and process for preparing same - Google Patents
Organic mercury compounds and process for preparing sameInfo
- Publication number
- GB619515A GB619515A GB11207/46A GB1120746A GB619515A GB 619515 A GB619515 A GB 619515A GB 11207/46 A GB11207/46 A GB 11207/46A GB 1120746 A GB1120746 A GB 1120746A GB 619515 A GB619515 A GB 619515A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sodium
- thioglycollate
- mercuri
- gamma
- beta
- 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
- 150000002731 mercury compounds Chemical class 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 5
- GNBVPFITFYNRCN-UHFFFAOYSA-M sodium thioglycolate Chemical compound [Na+].[O-]C(=O)CS GNBVPFITFYNRCN-UHFFFAOYSA-M 0.000 abstract 5
- 239000005864 Sulphur Substances 0.000 abstract 4
- 229940100892 mercury compound Drugs 0.000 abstract 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 4
- RVBUGGBMJDPOST-UHFFFAOYSA-N 2-thiobarbituric acid Chemical compound O=C1CC(=O)NC(=S)N1 RVBUGGBMJDPOST-UHFFFAOYSA-N 0.000 abstract 2
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 abstract 2
- 239000004133 Sodium thiosulphate Substances 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- 125000002015 acyclic group Chemical group 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 229910052783 alkali metal Chemical group 0.000 abstract 2
- 150000001340 alkali metals Chemical group 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- 125000002837 carbocyclic group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 abstract 2
- 235000018417 cysteine Nutrition 0.000 abstract 2
- PVBRSNZAOAJRKO-UHFFFAOYSA-N ethyl 2-sulfanylacetate Chemical compound CCOC(=O)CS PVBRSNZAOAJRKO-UHFFFAOYSA-N 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxy-acetic acid Natural products OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 abstract 2
- JCBJVAJGLKENNC-UHFFFAOYSA-M potassium ethyl xanthate Chemical compound [K+].CCOC([S-])=S JCBJVAJGLKENNC-UHFFFAOYSA-M 0.000 abstract 2
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 abstract 2
- 235000019345 sodium thiosulphate Nutrition 0.000 abstract 2
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 abstract 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 2
- NVFBTUTUTCBDOU-UHFFFAOYSA-N 4-(carbamoylamino)-4-oxobutanoic acid Chemical compound NC(=O)NC(=O)CCC(O)=O NVFBTUTUTCBDOU-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- KQJQICVXLJTWQD-UHFFFAOYSA-N N-Methylthiourea Chemical compound CNC(N)=S KQJQICVXLJTWQD-UHFFFAOYSA-N 0.000 abstract 1
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methylthiourea Natural products CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 abstract 1
- 229910006069 SO3H Inorganic materials 0.000 abstract 1
- HBAIZOJDXAXWHS-UHFFFAOYSA-M Sodium thiosalicylate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1S HBAIZOJDXAXWHS-UHFFFAOYSA-M 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000005263 alkylenediamine group Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000001905 inorganic group Chemical group 0.000 abstract 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052753 mercury Inorganic materials 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 229960003703 sodium thiosalicylate Drugs 0.000 abstract 1
- LHWPSDLHLAAELL-UHFFFAOYSA-N sodium;2-sulfanylidene-1,3-diazinane-4,6-dione Chemical compound [Na].O=C1CC(=O)NC(=S)N1 LHWPSDLHLAAELL-UHFFFAOYSA-N 0.000 abstract 1
- RBBWNXJFTBCLKT-UHFFFAOYSA-M sodium;ethanethioate Chemical compound [Na+].CC([S-])=O RBBWNXJFTBCLKT-UHFFFAOYSA-M 0.000 abstract 1
- 230000003381 solubilizing effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract 1
- -1 sulphydryl compound Chemical class 0.000 abstract 1
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 abstract 1
- ZEMGGZBWXRYJHK-UHFFFAOYSA-N thiouracil Chemical compound O=C1C=CNC(=S)N1 ZEMGGZBWXRYJHK-UHFFFAOYSA-N 0.000 abstract 1
- 229950000329 thiouracil Drugs 0.000 abstract 1
Classifications
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/10—Mercury compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Sulphur-containing organic mercury compounds of the general formula <FORM:0619515/IV(b)/1> wherein R represents hydrogen or an alkyl radical containing not more than 6 carbon atoms, X is a monovalent group selected from the acyclic, carbocyclic and heterocyclic series or a monovalent inorganic group, Y is a divalent group selected from the acyclic, carbocyclic and heterocyclic series and Z is a solubilizing substituent selected from the group consisting of -SO2M and -COOM in which M represents an alkali or alkaline earth metal, are prepared by reacting an organic mercury compound having the formula <FORM:0619515/IV(b)/2> wherein R and Y have the above significance, with an organic or inorganic sulphur containing compound of the general formula Q-S-X, wherein Q is hydrogen or an alkali metal, X has the above significance and Z has the above significance or is a SO3H or COOH group when Q represents an alkali metal, e.g. by adding the sulphydryl compound to an aqueous solution of the mercury containing compound. Suitable compounds of the general formula Q-S-X are sodium thiosulphate, potassium ethyl xanthate, sodium thioacetate, sodium thioglycollate, ethyl thioglycollate, the sodium salt of cysteine, sodium thiosalicylate, thiophenol, thiourea, N-methyl thiourea, thioacetamide, thiouracil and sodium thiobarbiturate. Where the compound of the formula Q-S-X contains a carboxylic group, it is preferable to prepare the alkali, alkaline earth, ammonium, substituted ammonium or alkylene diamine salt of the sulphur containing compound before adding it to the solution of the mercury compound. The preferred sulphur containing mercury compounds include the group <FORM:0619515/IV(b)/3> where R has the above significance, and where such groups as <FORM:0619515/IV(b)/4> are attached to the end carbon atom, and where such groups as <FORM:0619515/IV(b)/5> are attached to the end sulphur atom. In examples, N - (gamma - hydroxy - mercuri - beta - methoxy - propyl) - D - alpha - camphoramic acid is reacted with sodium thioglycollate, thiobarbituric acid, sodium thiosulphate, thiophenol, potassium ethylxanthate, thiourea, cysteine, or ethylene diamine thioglycollate, ortho - N - (gamma - hydroxy - mercuri - beta - methoxy - propyl)-carbamyl phenoxy-acetic acid is reacted with thioacetamide, or sodium thioglycollate, N - (gamma - hydroxy - mercuri - beta - methoxy - propyl) succinuric acid is reacted with ethyl thioglycollate, 2-carboxy-3-N-(gamma-hydroxy-mercuri-beta-hydroxy-propyl)-carbamyl pyridine is reacted with sodium thioglycollate and N - (gamma - hydroxy - mercuri - beta - ethoxy - propyl) - D - alpha - camphoramic acid is reacted with thiobarbituric acid. The sample furnished under Sect. 2 (5) comprises the di-sodium salt of ortho-(gamma-carboxymethyl - mercapto - mercuri - beta - methoxy)-propyl phenoxy-acetic acid and is prepared by reacting sodium ortho (gamma-hydroxy-mercuri-beta-methoxy)-propyl phenoxy-acetate and sodium thioglycollate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US619515XA | 1945-02-16 | 1945-02-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB619515A true GB619515A (en) | 1949-03-10 |
Family
ID=22039229
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB11207/46A Expired GB619515A (en) | 1945-02-16 | 1946-04-11 | Organic mercury compounds and process for preparing same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB619515A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2557772A (en) * | 1950-03-01 | 1951-06-19 | Wm S Merrell Co | N-[2-methoxy-3-(1, 2-dicarboxyethylthiomercuri)-propyl]-phthalamide |
| US2601461A (en) * | 1949-05-20 | 1952-06-24 | Wm S Merrell Co | N-[2-methoxy-3-(alpha, beta-dicarboxyethyl-mercaptomercuri)-propyl]-o-carboxymethylsalicylamide |
| US2672472A (en) * | 1951-11-13 | 1954-03-16 | Olin Mathieson | Bis-mercaptomercuri derivatives of cyclic-carboxamides and method of preparing same |
| US2685594A (en) * | 1952-04-04 | 1954-08-03 | Sterling Drug Inc | Mercury compounds of 2-(nu-allylcarbamyl) phenoxyacetic acid, salts thereof, and method for preparing same |
| US2705716A (en) * | 1951-03-28 | 1955-04-05 | Ciba Pharm Prod Inc | Polyhydroxy alkyl mercapto mercurial diuretics |
| US2749361A (en) * | 1951-08-29 | 1956-06-05 | Olin Mathieson | Cyclohexanecarboxamides |
-
1946
- 1946-04-11 GB GB11207/46A patent/GB619515A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2601461A (en) * | 1949-05-20 | 1952-06-24 | Wm S Merrell Co | N-[2-methoxy-3-(alpha, beta-dicarboxyethyl-mercaptomercuri)-propyl]-o-carboxymethylsalicylamide |
| US2557772A (en) * | 1950-03-01 | 1951-06-19 | Wm S Merrell Co | N-[2-methoxy-3-(1, 2-dicarboxyethylthiomercuri)-propyl]-phthalamide |
| US2705716A (en) * | 1951-03-28 | 1955-04-05 | Ciba Pharm Prod Inc | Polyhydroxy alkyl mercapto mercurial diuretics |
| US2749361A (en) * | 1951-08-29 | 1956-06-05 | Olin Mathieson | Cyclohexanecarboxamides |
| US2672472A (en) * | 1951-11-13 | 1954-03-16 | Olin Mathieson | Bis-mercaptomercuri derivatives of cyclic-carboxamides and method of preparing same |
| US2685594A (en) * | 1952-04-04 | 1954-08-03 | Sterling Drug Inc | Mercury compounds of 2-(nu-allylcarbamyl) phenoxyacetic acid, salts thereof, and method for preparing same |
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