CS254604B1 - 2,3-bis (2-methoxy-5-chlorobenzamido) phenazine - Google Patents

2,3-bis (2-methoxy-5-chlorobenzamido) phenazine Download PDF

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Publication number
CS254604B1
CS254604B1 CS863356A CS335686A CS254604B1 CS 254604 B1 CS254604 B1 CS 254604B1 CS 863356 A CS863356 A CS 863356A CS 335686 A CS335686 A CS 335686A CS 254604 B1 CS254604 B1 CS 254604B1
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Czechoslovakia
Prior art keywords
methoxy
chlorobenzamido
phenazine
bis
preparation
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CS863356A
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Czech (cs)
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CS335686A1 (en
Inventor
Viktor Zikan
Jaroslav Sluka
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Viktor Zikan
Jaroslav Sluka
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Priority to CS863356A priority Critical patent/CS254604B1/en
Publication of CS335686A1 publication Critical patent/CS335686A1/en
Publication of CS254604B1 publication Critical patent/CS254604B1/en

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Abstract

Řešení se týká 2,3-bis(2-methoxy- -5-chlorbenzamido)fenazinu vzorce I jehož příprava spočívá v reakci 2,3-diaminofenazinu s chloridem kyseliny 2-methoxy-5-chlorbenzoové v prostředí pyridinu. Tato nová látka slouží jako meziprodukt pro přípravu anthelmlntik.The solution concerns 2,3-bis(2-methoxy-5-chlorobenzamido)phenazine of formula I, the preparation of which consists in the reaction of 2,3-diaminophenazine with 2-methoxy-5-chlorobenzoic acid chloride in a pyridine environment. This new substance serves as an intermediate for the preparation of anthelmintics.

Description

Vynález se týká 2,3-bis(2-methoxy-5-chlorbenzamido)fenazinu vzorce I

och3

Tato nová dosud nepopsaná látka slouží jako meziprodukt pro přípravu 2,3-bis(2-methoxy-5-chlorbenzamido)fenazin-5,10-dioxidu s anthelmintickým účinkem (čs. AO č. 254 605).

Sloučeninu vzorce I lze připravit reakcí 2,3-diaminofenazinu s chloridem kyseliny 2-methoxy-5-chlorbenzoové v ekvimolekulárním množství v prostředí pyridinu při teplotě 20 °C až 30 °C.

Bližší podrobnosti plynou z následujícího příkladu provedení, který vynález pouze ilustruje, nikoliv omezuje. Příklad K suspenzi 10,51 g (0,05 mol) 2,3-diaminofenazinu ve 100 ml pyridinu bylo za míchání při teplotě 20 až 30 °C přikapáno 18,9 g (0,1 mol) 2-methoxy-5-chlorbenzoylchloridu a směs míchána 6 h při teplotě 20 °C. Poté byla reakční směs nalita do 800 ml vody, vyloučený produkt odsát a překrystalisován z dimethylformamidu. Získáno 13,08 g (47,8 %) látky o t.t. 282,6 až 283,7 °C a složeni CjgHjQC^N^O^.

The invention relates to 2,3-bis (2-methoxy-5-chlorobenzamido) phenazine of the formula I

och3

This novel, not yet described, serves as an intermediate for the preparation of 2,3-bis (2-methoxy-5-chlorobenzamido) phenazine-5,10-dioxide with anthelmintic action (MS AO No. 254 605).

The compound of formula I may be prepared by reacting 2,3-diaminophenazine with 2-methoxy-5-chlorobenzoic acid chloride in equimolar amounts in pyridine at 20 ° C to 30 ° C.

Further details are given in the following exemplary embodiment, which is merely illustrative, not limiting, of the invention. Example To a suspension of 10.51 g (0.05 mol) of 2,3-diaminophenazine in 100 ml of pyridine, 18.9 g (0.1 mol) of 2-methoxy-5-chlorobenzoyl chloride were added dropwise with stirring at 20 to 30 ° C. and the mixture was stirred at 20 ° C for 6 h. Then the reaction mixture was poured into 800 ml of water, the precipitated product was filtered off with suction and recrystallized from dimethylformamide. 13.08 g (47.8%) of mp 282.6-283.7 ° C are obtained, and the composition is CgHHQClCN ^O ^.

Claims (1)

PŘEDMĚT VYNÁLEZU 2,3-bis(2-methoxy-5-chlorbenzamido)fenazin vzorce IOBJECT OF THE INVENTION 2,3-Bis (2-methoxy-5-chlorobenzamido) phenazine of Formula I (I) .(I).
CS863356A 1986-05-08 1986-05-08 2,3-bis (2-methoxy-5-chlorobenzamido) phenazine CS254604B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS863356A CS254604B1 (en) 1986-05-08 1986-05-08 2,3-bis (2-methoxy-5-chlorobenzamido) phenazine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS863356A CS254604B1 (en) 1986-05-08 1986-05-08 2,3-bis (2-methoxy-5-chlorobenzamido) phenazine

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CS335686A1 CS335686A1 (en) 1987-05-14
CS254604B1 true CS254604B1 (en) 1988-01-15

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