PL60793B1 - - Google Patents

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Publication number
PL60793B1
PL60793B1 PL121670A PL12167067A PL60793B1 PL 60793 B1 PL60793 B1 PL 60793B1 PL 121670 A PL121670 A PL 121670A PL 12167067 A PL12167067 A PL 12167067A PL 60793 B1 PL60793 B1 PL 60793B1
Authority
PL
Poland
Prior art keywords
hydrogen
general formula
carried out
naphthyridone
derivatives
Prior art date
Application number
PL121670A
Other languages
Polish (pl)
Inventor
Swirska Alicja
Piechaczek Janina
Na-ntka-Namirski Pawel
Original Assignee
Instytut Farmaceutyczny
Filing date
Publication date
Application filed by Instytut Farmaceutyczny filed Critical Instytut Farmaceutyczny
Priority to FR1585099D priority Critical patent/FR1585099A/fr
Priority to CH1029168A priority patent/CH498841A/en
Priority to DE19681770839 priority patent/DE1770839C3/en
Priority to GB1228196D priority patent/GB1228196A/en
Publication of PL60793B1 publication Critical patent/PL60793B1/pl

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Description

Przyklad XIV. Do 25 ml metanolu dodano 1 g sodu, a nastepnie 300 ml ksylenu. Oddestylo¬ wano 30 ml metanolu z ksylenem, dodano 10 g 7-chlorobenzo-[b] [1,8]-naftyrydonu-5 i ogrzewano w temperaturze wrzenia mieszaniny w ciagu 1 go¬ dziny. Nastepnie wkroplono 12 g l-piperydyno-3- -chloropropanu i ogrzewano dalsze 5 godzin. Po¬ dano 500 ml wody i 10 ml kwasu solnego, rozdzie¬ lono warstwy, warstwe wodna zalkalizowano.Otrzymany surowy 10-(3-pirydynopropylo)-7-chlo- robenzonaftyrydon-5 oczyszczono przez krystaliza¬ cje z etanolu uzyskujac produkt o temperaturze topnienia 95—97°C.Analogicznie jak w przykladach I—XIV wycho¬ dzac z trójpodstawionych pochodnych benzo- [b] [l,8]-naftyrydonów-5 (10 H) otrzymuje sie równiez benzo-[b] [1,8]-naftyrydon-5 o wzorze ogólnym 1, w którym Ri, R2, R3 i R4 maja wyzej podane zna¬ czenie, lecz nie oznaczaja wodoru. PL PLExample XIV. 1 g of sodium was added to 25 ml of methanol followed by 300 ml of xylene. 30 ml of methanol with xylene were distilled off, 10 g of 7-chlorobenzo [b] [1,8] -naphthyridone-5 were added and the mixture was heated to the reflux temperature for 1 hour. Then 12 g of 1-piperidine-3-chloropropane was added dropwise and the mixture was heated for a further 5 hours. 500 ml of water and 10 ml of hydrochloric acid were added, the layers were separated, the aqueous layer was made alkaline. The resulting crude 10- (3-pyridinopropyl) -7-chlorobenzonaphthyridone-5 was purified by crystallization from ethanol to give a melting point product. 95-97 ° C. Analogously to examples 1-14, starting from the trisubstituted benzo [b] [1,8] -naphthyridone-5 (10H) derivatives, also benzo- [b] [1,8] - naphthyridone-5 of the general formula I, in which R 1, R 2, R 3 and R 4 are as defined above, but are not hydrogen. PL PL

Claims (4)

1. Zastrzezenia patentowe 1. Sposób wytwarzania 10-podstawionych po¬ chodnych benzo-[b] [1,8]-naftyrydonów-5 o wzorze ogólnym 1, w którym Rx i Rj oznaczaja atom wo¬ doru, chlorowca nizsza grupe alkoksylowa lub alki¬ lowa, Rj oznacza atom wodoru lub grupe metylo¬ wa, a R4 oznacza nizsza grupe alkilowa, aryloalki- lowa lub aminoalkilowa z jednym lub dwoma ato¬ mami wodoru podstawionymi przez nizsze grupy alkilowe lub aminoalkilowe, które lacznie z sasied¬ nim atomem azotu moga tworzyc pierscien hetero¬ cykliczny, znamienny tym, ze benzo-[b] [l,8]-naf- tyrydon-5 (10 H) lub jego pochodne o wzorze ogól¬ nym 2, w którym Ri, R2 i Rj maja podane wyzej znaczenie, kondensuje sie ze zwiazkami o wzorze ogólnym R4X lub ich solami, w którym R4 ma po¬ dane wyzej znaczenie, a X oznacza chlorowiec. 1. Claims 1. Process for the preparation of 10-substituted benzo [b] [1,8] -naphthyridone-5 derivatives of the general formula I, in which Rx and Rj are hydrogen, halogen, lower alkoxy or alkyl Yo, Rj is hydrogen or methyl and R4 is lower alkyl, arylalkyl or aminoalkyl groups with one or two hydrogen atoms substituted by lower alkyl or aminoalkyl groups which, including the adjacent nitrogen atom, can form a heterocyclic ring characterized in that benzo [b] [1,8] -naphthyridone-5 (10H) or its derivatives of general formula 2, in which R 1, R 2 and Rj have the above-mentioned meaning, it is condensed with compounds of general formula R4X or their salts, in which R4 is as defined above, and X is halogen. 2. Sposób wedlug zastrz. 1, znamienny tym, ze kondensacje prowadzi sie w roztworze rozpuszczal¬ nika organicznego, takiego jak alkohol alifatyczny lub weglowodór aromatyczny, taki jak ksylen. 2. The method according to claim The process of claim 1, wherein the condensation is carried out in a solution of an organic solvent such as an aliphatic alcohol or an aromatic hydrocarbon such as xylene. 3. Sposób wedlug zastrz, 1, znamienny tym, ze kondensacje prowadzi sie wi temperaturze wrze¬ nia mieszaniny reakcyjnej. 3. A method according to claim 1, characterized in that the condensation is carried out at the boiling point of the reaction mixture. 4. Sposób wedlug zastrz. 1, znamienny tym, ze kondensacje prowadzi sie w obecnosci srodków wiazacych chlorowcowodór, takich jak alkoholan lub wodorotlenek metalu alkalicznego.KI. 12 p, 10/10 60793 MKP C 07 d, 39/10 t Wzór A /A*3 Wzór 2 LZGraf. Zam, 1580, 27.Y.70. 230. PL PL4. The method according to p. The process of claim 1, wherein the condensations are carried out in the presence of hydrogen halide binders, such as an alkali metal alkoxide or hydroxide. 12 p, 10/10 60793 MKP C 07 d, 39/10 t Pattern A / A * 3 Pattern 2 LZGraf. Zam, 1580, 27.Y.70. 230. PL PL
PL121670A 1967-07-13 1967-07-13 PL60793B1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
FR1585099D FR1585099A (en) 1967-07-13 1968-07-10
CH1029168A CH498841A (en) 1967-07-13 1968-07-10 Process for preparing 5-substituted benzo- (b, 1,8) -naphthyridones
DE19681770839 DE1770839C3 (en) 1967-07-13 1968-07-10 7-chloro-10- (3-dimethylaminopropyl) - benzo [b] [13 square brackets to naphthyridone-5 (10H) and its salts, a process for its production and a pharmaceutical preparation
GB1228196D GB1228196A (en) 1967-07-13 1968-07-15

Publications (1)

Publication Number Publication Date
PL60793B1 true PL60793B1 (en) 1970-06-25

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