GB629537A - Improvements in or relating to nitrogen and sulphur containing beta-substituted carboxylic acids and method of making same - Google Patents
Improvements in or relating to nitrogen and sulphur containing beta-substituted carboxylic acids and method of making sameInfo
- Publication number
- GB629537A GB629537A GB26441/46A GB2644146A GB629537A GB 629537 A GB629537 A GB 629537A GB 26441/46 A GB26441/46 A GB 26441/46A GB 2644146 A GB2644146 A GB 2644146A GB 629537 A GB629537 A GB 629537A
- Authority
- GB
- United Kingdom
- Prior art keywords
- propiolactone
- acid
- butyrolactone
- dimethyl
- phenyl
- 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
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 title abstract 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title abstract 2
- 239000005864 Sulphur Substances 0.000 title abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 title abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- -1 methyl- Chemical group 0.000 abstract 7
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000000376 reactant Substances 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- FUMLVQBLTDARNM-UHFFFAOYSA-N 2-amino-2-oxoethanethioic s-acid Chemical compound NC(=O)C(S)=O FUMLVQBLTDARNM-UHFFFAOYSA-N 0.000 abstract 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-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
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- BOGWRXDLEWNHCD-ZZIUEJKTSA-N citrylidene malonic acid Natural products C1C[C@@H]2[C@@H]3C[C@@]1(C)OC(=O)[C@@H]3C(=O)OC2(C)C BOGWRXDLEWNHCD-ZZIUEJKTSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- OZJPLYNZGCXSJM-UHFFFAOYSA-N delta-Valerolactone Natural products O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- MWCGLTCRJJFXKR-UHFFFAOYSA-N n-phenylethanethioamide Chemical compound CC(=S)NC1=CC=CC=C1 MWCGLTCRJJFXKR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 229960000380 propiolactone Drugs 0.000 abstract 1
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 abstract 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 1
- 150000003583 thiosemicarbazides Chemical class 0.000 abstract 1
- 229960002447 thiram Drugs 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Compounds containing the groups <FORM:0629537/IV (b)/1> when treated with b -lactones yield the corresponding b -substituted-carboxylic acid <FORM:0629537/IV (b)/2> The preferred reaction is at 0-50 DEG C. between equimolar quantities of reactants dissolved in water although if either reactant is insoluble therein another polar solvent, e.g. ethyl alcohol, may be used. Nitrogen and sulphur containing reactants instanced are: thiourea, methyl-, N,N1-diethyl-, phenyl-, acetyl-, glycollyl-, malonyl-, carbamyl-, guanyl-, N,N1-diphenyl-, N,N-diphenyl-, sym-di-o-tolyl-, and benzyl-thioureas, thiohydantoic and trithiocyanuric acids, p thioallantoin, thioacetamide, thiobenzamide, thioacetanilide, thiooxamic acid and its esters, thio-carbazides, thiosemicarbazides, and thiuram sulphides and di-sulphides. b -lactones instanced are b -propriolactone which is preferred, b -butyrolactone, b - isobutyrolactone, b - valerolactone, b - isovalerolactone, b - n - caprolactone, a - ethyl - b -propiolactone, a -isopropyl-b -propiolactone, a -butyl-b -propiolactone, a -methyl-b -butyrolactone, a -ethyl-b -butyrolactone, b -methyl-b -valerolactone, b -cyclohexyl-b -propiolactone, a - and b -phenyl-b -propiolactone, b -benzyl-beta - propiolactone a ,a - dimethyl - b - propiolactone - b - carboxylic acids, trimethyl - b - propiolactone-a and b -carboxylic acids, b ,b -dimethyl-b -propiolactone-a - carboxylic acid, b ,D -dilactone of citrylidene malonic acid, a - or b -nitrophenyl-b -propiolactone, b -(2-nitro-3-chlorophenyl)-b -propiolactone, b -(2-nitro-3-methoxyphenyl)-b -propiolactone, a -hydroxy-b -phenyl-b -propiolactone and a -bromo-b ,b -dimethyl-b -propiolactone-a -carboxylic acid. In an example, b -propiolactone is added to an aqueous solution of thiourea and the product b -isothiourea-propionic acid filtered off and may be converted to thiohydracrylic acid by hydrolysing with sodium hydroxide and acidifying. Specification 649,028 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US629537XA | 1945-10-05 | 1945-10-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB629537A true GB629537A (en) | 1949-09-22 |
Family
ID=22045941
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26441/46A Expired GB629537A (en) | 1945-10-05 | 1946-10-03 | Improvements in or relating to nitrogen and sulphur containing beta-substituted carboxylic acids and method of making same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB629537A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3522295A (en) * | 1965-08-03 | 1970-07-28 | Nikolai Alexandrovich Konstant | Method of preparing monoethanolamine salt of thioglycolic acid |
-
1946
- 1946-10-03 GB GB26441/46A patent/GB629537A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3522295A (en) * | 1965-08-03 | 1970-07-28 | Nikolai Alexandrovich Konstant | Method of preparing monoethanolamine salt of thioglycolic acid |
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