PL431B1 - Method for obtaining bromo-dialkyl-aceto-ureas. - Google Patents
Method for obtaining bromo-dialkyl-aceto-ureas. Download PDFInfo
- Publication number
- PL431B1 PL431B1 PL431A PL43120A PL431B1 PL 431 B1 PL431 B1 PL 431B1 PL 431 A PL431 A PL 431A PL 43120 A PL43120 A PL 43120A PL 431 B1 PL431 B1 PL 431B1
- Authority
- PL
- Poland
- Prior art keywords
- aceto
- ureas
- dialkyl
- bromine
- bromo
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- UCUUMUFWVSUBOL-UHFFFAOYSA-N 3-oxo-3-ureidopropanoic acid Chemical compound NC(=O)NC(=O)CC(O)=O UCUUMUFWVSUBOL-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- QDWRZRPXJGLOMC-UHFFFAOYSA-N 2-(carbamoylcarbamoyl)-2-ethylbutanoic acid Chemical compound CCC(CC)(C(O)=O)C(=O)NC(N)=O QDWRZRPXJGLOMC-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Description
Stwierdzono, ze mozna otrzymywac bromowane dwualkilo - aceto - moczniki w ten sposób, ze bromuje sie kwas dwu¬ alkilo - malonurowy o ogólnym wzorze: (Alkil)2 = C COOH CO-NH-CO-NH, Bromowanie moze byc wykonane przy uzyciu, lub bez uzycia, przenosników bromu, albo tez srodków rozpuszczaja¬ cych lub rozcienczajacych, i odbywa sie juz samo przez sie przy temperaturze lazni wodnej, z wydzielaniem kwasu we¬ glowego. Wedlug tego sposobu poste¬ powania bromo-dwuetylo-acetó-moczniki otrzymuje sie z, tak wysoka wydajnoscia, ze sposób ten daje sie zastosowac do eksploatacji technicznej, bez dalszych zmian.Przyklad.Ogrzewa sie na lazni wodnej pod chlodnica zwrotna 15 cz. kwasu dwu- etylo-malonurowego z mn. w. 15 cz. bromu i mn. w. 1—2 cz. chlorku-glinowego, do¬ póki nie skonczy sie wydzielanie bromo- wodoru i odszczepianie kwasu weglo¬ wego. Wtedy wydala sie brom, a pozo¬ stalosc rozbeltana z woda, zobojetnia dwuweglanem sodu, filtruje i wymywa.Surowy dwuetylo-bromo-aceto-mocz- nik wykrystalizowuje sie z rozcienczo¬ nego alkoholu lub innych odpowiednich rozpuszczalników. Topi sie on przy 118—120°. Wydajnosc stanowi 80—85% wydajnosci teoretycznej. Wiekszy nad¬ miar bromu dziala korzystnie na szyb¬ kosc procesu.Praca w naczyniach zamknietych nie jest tu konieczna.Przez to mozna jedynie zaoszczedzic srodków rozpuszczajacych lub rozcien- troche bromu. czajacych, albo przenosników bromu kwas dwualkilo-malonurowy o nastepu- PLIt has been found that it is possible to obtain brominated dialkyl aceto ureas by brominating a dialkyl malonuric acid of the general formula: (Alkyl) 2 = C COOH CO-NH-CO-NH. Bromination can be performed using with or without the use of bromine carriers or dissolving or diluting agents, and takes place by itself at the temperature of the water bath, with the evolution of carbonic acid. According to this procedure, bromo-diethyl-aceto-ureas are obtained with such a high yield that this method can be used in technical operation without any further changes. Example. It is heated in a water bath under a 15 part reflux condenser. diethyl malonuric acid with mn. v. 15 p. bromine and me. v. 1-2 p. of aluminum chloride, until the evolution of hydrogen bromide and removal of the carbonic acid are complete. Bromine was then released, and the residue, pelleted with water, neutralized with sodium bicarbonate, filtered and washed. Crude diethyl-bromo-aceto-urea was crystallized from dilute alcohol or other suitable solvents. It melts at 118-120 °. The yield is 80-85% of theory. A higher excess of bromine has a favorable effect on the speed of the process. Working in closed vessels is not necessary here. It is therefore only possible to save solvents or a little bromine dilution. concatenating or bromine transfer agents dialkyl malonuric acid following PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL431B1 true PL431B1 (en) | 1924-08-30 |
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