GB356550A - Process for preparing fat-soluble salts of bismuth - Google Patents
Process for preparing fat-soluble salts of bismuthInfo
- Publication number
- GB356550A GB356550A GB3202130A GB3202130A GB356550A GB 356550 A GB356550 A GB 356550A GB 3202130 A GB3202130 A GB 3202130A GB 3202130 A GB3202130 A GB 3202130A GB 356550 A GB356550 A GB 356550A
- Authority
- GB
- United Kingdom
- Prior art keywords
- salt
- bismuth
- ester
- nitrate
- dipropylcarbinyl
- 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 10
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 229910052797 bismuth Inorganic materials 0.000 title 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical class [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 12
- 150000001621 bismuth Chemical class 0.000 abstract 8
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 5
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 abstract 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 4
- 230000001476 alcoholic effect Effects 0.000 abstract 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 abstract 3
- 229930195725 Mannitol Natural products 0.000 abstract 3
- 229910002651 NO3 Inorganic materials 0.000 abstract 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 235000010355 mannitol Nutrition 0.000 abstract 3
- 239000000594 mannitol Substances 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 3
- DNTGBPSTOCEPOI-UHFFFAOYSA-N CCC(C(O)=O)(C(O)=O)[Na] Chemical compound CCC(C(O)=O)(C(O)=O)[Na] DNTGBPSTOCEPOI-UHFFFAOYSA-N 0.000 abstract 2
- YVBCULSIZWMTFY-UHFFFAOYSA-N Heptan-4-ol Chemical compound CCCC(O)CCC YVBCULSIZWMTFY-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 238000002347 injection Methods 0.000 abstract 2
- 239000007924 injection Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- SJWFXCIHNDVPSH-UHFFFAOYSA-N octan-2-ol Chemical compound CCCCCCC(C)O SJWFXCIHNDVPSH-UHFFFAOYSA-N 0.000 abstract 2
- 239000004006 olive oil Substances 0.000 abstract 2
- 235000008390 olive oil Nutrition 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 1
- 208000006379 syphilis Diseases 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/94—Bismuth compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
Abstract
Fat-soluble basic bismuth salts are obtained by reaction between a malonic acid ester substituted by a branched radical having at least seven atoms of carbon and a solution of a basic bismuth salt, such as the nitrate, dissolved by means of a polyhydroxylic compound such as mannitol. In examples, dipropylcarbinyl malonic ester is treated with alcoholic soda to replace one of its two ethyl groups and then with bismuth nitrate, and the salt formed extracted with benzene or ether. The solvent is evaporated, and the salt taken up in olive oil for injection purposes; and octylmalonic ester is treated with alcoholic soda as above and then with bismuth nitrate at 50 DEG C., the bismuth salt collecting at a liquid at the bottom of the vessel. When taken up in benzene and heated the salt loses a molecule of water to yield a salt of the formula <FORM:0356550/III/1> Dipropylcarbinyl malonic ester is prepared by condensing the bromide of dipropylcarbinol with ethylsodiomalonate. Octylmalonic ester is similarly prepared from the bromide of methyl-hexyl-carbinol.ALSO:Fat-soluble basic bismuth salts are obtained by reaction between a malonic acid ester substituted by a branched radical having at least seven atoms of carbon and a solution of a basic bismuth salt, such as the nitrate, dissolved by means of a polyhydroxylic compound such as mannitol. In examples (1) dipropylcarbinyl malonic ester is treated with alcoholic soda to replace one of its two ethyl groups and then with bismuth nitrate, and the salt formed extracted with benzene or ether; (2) octylmalonic ester is treated with alcoholic soda as above and then with bismuth nitrate at 50 DEG C., the bismuth salt collecting as a liquid at the bottom of the vessel; when taken up in benzene and heated the salt loses a molecule of water to yield a salt of the formula <FORM:0356550/IV/1> Dipropylcarbinyl malonic ester is prepared by condensing the bromide of dipropylcarbinol with ethylsodiomalonate. Octylmalonic ester is similarly prepared from the bromide of methyl-hexyl-carbinol.ALSO:Fat-soluble basic bismuth salts adapted for use in the treatment of syphilis are prepared by reaction between a malonic acid ester substituted by a branched radical having at least seven atoms of carbon and a solution of a basic bismuth salt, such as the nitrate, dissolved by means of a polyhydroxylic compound such as mannitol. The production of salts from bismuth nitrate and dipropylcarbinyl malonic ester or octylmalonic ester is described. The salts may be taken up in olive oil for injection purposes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3202130A GB356550A (en) | 1930-10-24 | 1930-10-24 | Process for preparing fat-soluble salts of bismuth |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3202130A GB356550A (en) | 1930-10-24 | 1930-10-24 | Process for preparing fat-soluble salts of bismuth |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB356550A true GB356550A (en) | 1931-09-10 |
Family
ID=10331863
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3202130A Expired GB356550A (en) | 1930-10-24 | 1930-10-24 | Process for preparing fat-soluble salts of bismuth |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB356550A (en) |
-
1930
- 1930-10-24 GB GB3202130A patent/GB356550A/en not_active Expired
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