CS267945B1 - The preparation of 5-bromo-6-amino-1-methyl-uraoil - Google Patents
The preparation of 5-bromo-6-amino-1-methyl-uraoil Download PDFInfo
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- CS267945B1 CS267945B1 CS877880A CS788087A CS267945B1 CS 267945 B1 CS267945 B1 CS 267945B1 CS 877880 A CS877880 A CS 877880A CS 788087 A CS788087 A CS 788087A CS 267945 B1 CS267945 B1 CS 267945B1
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Abstract
Predmetom rleSenia Je epoeob přípravy 5-bróm-6-am±no-1-metyluraoilu, ktorý je medziprodúktom výroby teobrominu, reakciou brómu vo vodě 2 6-amino-1 -metyluraoilom pri zvýženej teplote. Pri tomto převedení je úplné potlačený vznik dlbrómderlvátu, výhodou je tiež jednoduché prevedenie.The subject of this paper is the preparation of 5-bromo-6-am±no-1-methyluraoyl, which is an intermediate product of theobromine production, by the reaction of bromine in water with 2 6-amino-1-methyluraoyl at an elevated temperature. With this conversion, the formation of dlbromoderlevate is completely suppressed, the simple version is also an advantage.
Description
cs 267 9^5 Bi
Predmetom vynálezu je sposob přípravy 5-bróm-6-amino-1-metyluraoilu vzoroa I 0
II
HN
CSU (I), ktorý je medziproduktom pre přípravu purinovýoh báz.
Dopoaial sa předmětná zlúčenina připravovala reakolou 6-amino-1-metyluraoiluvztxrca II
(II), s brómom vo vodě pri teplotáoh okolo 20 °C (Barker, Luthy: J. Chem. Soo, 1965, 917-920alebo v kyselino ootovej (Wojoieohowski J., Polský patent 42 976). Ďalžím aposobom pří-pravy je posobenie brómu v alkaliokom bodnom prostředí (2. AO 267082), ktorý sa síoevyznačuje zníženým obsahem dibrómderivátu, pri reakoii vzniká odpad vodného roztokualkaliokýoh bromidov,
Sposobom podlá vynálezu sa předmětná zlúčenina vzoroa 1 připravuje z 6-amino-1-me-ty luraoiltt vzoroa II a brómu vo vodnom prostředí za teploty 50 - 100 °C, Používá sa00 lámy poměr brómu k 6-amino-1-metyluraoilu vzoroa II 1:1 až 2:1. Výhodou tohto prevedenia reakoie je rýohly priebeh, pri teplotáoh 50 - 100 °C jeúplné potlačený vznik dibrómderivátu. Reakoia je mieme exotermná, 80 postačuje na udr-žlávánie reakčněj teploty, umožňuje vieaí túto reakoiu adiabatiokým kontinuálnym spo-sobom. V ňalčom Je predmet vynálezu objasněný na príkladooh bez toho, že by sa na tletovýlučné obtaedzoval. > Příklad 1
Zmes 140 g (1,0 mól) 6-amino-1-metyluraoilu v 1 000 ml vody sa zohreje na 50 °C. V priebehu 20 minut sa za intenzivneho mieSania privedie pod hladinu 6l,2 ml (192 g, 1,2 mólu)brómu. Teplota sa při přidávaní samočinné zvýči na 80 °C, Produkt sa odfiltruje, premy-je 100 ml vody a rozpustí v 500 ml 2M roztoku NaOH. Přidá sa aktivně uhlie, odfiltrujea filtrát sa okyselí 60 ml kyseliny ootovej. Z roztoku vypadne produkt, ktorý sa odsaje,premyje 200 ml vody, 200 ml etanolu a vysuíí pri 105 °C. Získá sa 162 g (73 %) 5-bróm--6-amino-l-metyluracilu t.t. 283 až 286 °C.
en 267 9 ^ 5 Bi
The present invention provides a process for the preparation of 5-bromo-6-amino-1-methylureail
II
HN
CSU (I), which is an intermediate for the preparation of purine bases.
In the meantime, the subject compound was prepared by the 6-amino-1-methylurea silicon II reagent
(II), with bromine in water at a temperature of about 20 ° C (Barker, Luthy: J. Chem. Soo, 1965, 917-920 or in ootic acid (Wojoieohowski J., Polish Patent 42,976). disposing of bromine in an alkali bile environment (2. AO 267082), which is characterized by a reduced content of dibromo derivative;
According to the present invention, the present compound of Formula 1 is prepared from 6-amino-1-methyluriloxide II and bromine in an aqueous medium at a temperature of 50-100 ° C, using a llamatic ratio of bromine to 6-amino-1-methyluraoil sample II 1: 1 to 2: 1. The advantage of this embodiment of the reaction is the rapid development, at a temperature of 50-100 ° C, the formation of a dibromo derivative is completely suppressed. The reaction is slightly exothermic, sufficient to maintain the reaction temperature, allowing the reaction to be carried out in an adiabatic continuous manner. In one aspect, the invention is illustrated by way of example only without being taught by the art. Example 1
A mixture of 140 g (1.0 mol) of 6-amino-1-methyluraoil in 1000 ml of water is heated to 50 ° C. Briefly, 6 L, 2 mL (192 g, 1.2 mole) of bromine was fed under vigorous stirring over 20 minutes. The temperature is automatically raised to 80 [deg.] C. with the addition. The product is filtered off, washed with 100 ml of water and dissolved in 500 ml of 2M NaOH solution. Charcoal is added, filtered and the filtrate is acidified with 60 ml of ootic acid. The product precipitated out of the solution, which was filtered off with suction, washed with 200 ml of water, 200 ml of ethanol and dried at 105 ° C. 162 g (73%) of 5-bromo-6-amino-1-methyluracil are obtained, mp 283-286 ° C.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS877880A CS267945B1 (en) | 1987-11-04 | 1987-11-04 | The preparation of 5-bromo-6-amino-1-methyl-uraoil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS877880A CS267945B1 (en) | 1987-11-04 | 1987-11-04 | The preparation of 5-bromo-6-amino-1-methyl-uraoil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS788087A1 CS788087A1 (en) | 1989-07-12 |
| CS267945B1 true CS267945B1 (en) | 1990-02-12 |
Family
ID=5428701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS877880A CS267945B1 (en) | 1987-11-04 | 1987-11-04 | The preparation of 5-bromo-6-amino-1-methyl-uraoil |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS267945B1 (en) |
-
1987
- 1987-11-04 CS CS877880A patent/CS267945B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS788087A1 (en) | 1989-07-12 |
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