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New quinoxaline-1,4-dioxides derived from Beirut reaction of benzofuroxane with active methylene nitriles
Published:
14 November 2020
by MDPI
in The 24th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
Abstract:
Benzofuroxane reacts under Beirut reaction conditions with active methylene nitriles to give new 2-aminoquinoxaline-1,4-dioxides. Treatment of known 2-amino-3-cyanoquinoxaline-1,4-dioxide with chloroacetyl chloride afforded corresponding chloroacetamide useful for preparation of various heterocycles bearing quinoxaline-1,4-dioxide core system.
Keywords: Beirut reaction, benzofuroxane, 2-aminoquinoxaline-1,4-dioxides, hetarylacetonitriles, malononitrile
Comments on this paper
Raul Gordillo
17 November 2020
Doubts with the base
Hello.
It is a great job! Congratulations! I have some doubts regarding the quantity of base. According to the Beirut reaction, a base is required, some cases is used in a catalytic amount, other equimolar amounts instead. In your procedure, you are using 1.5 Eq of KOH or Et3N. Why are you using a slightly excess ? have you tried with less quantity? Thanks for your support
P.D Perhaps, If you heat slightly the reaction, you can obtain the compound 5.
Best regards
Raúl Gordillo
It is a great job! Congratulations! I have some doubts regarding the quantity of base. According to the Beirut reaction, a base is required, some cases is used in a catalytic amount, other equimolar amounts instead. In your procedure, you are using 1.5 Eq of KOH or Et3N. Why are you using a slightly excess ? have you tried with less quantity? Thanks for your support
P.D Perhaps, If you heat slightly the reaction, you can obtain the compound 5.
Best regards
Raúl Gordillo
