180403-52-5

Upstream product

• 52218-17-4 2-imino-2H-1-benzopyran-3-carboxamide 
• 1452-58-0 benzoic hydrazide hydrochloride 
• 613-94-5 benzoic acid hydrazide 
• 154076-61-6 S-methyl 2-oxo-2H-chromene-3-carboximidothioate 
• 69015-65-2 3-(aminothioxomethyl)-2H-chromen-2-one 
• 90-02-8 salicylaldehyde 

Downstream Products

• 180403-55-8 3-(5-Phenyl-4H-[1,2,4]triazol-3-yl)-chromen-2-one 
• 16864-03-2 2-oxo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)-2H-chromene 

Relevant academic research and scientific papers

A new pathway to 3-hetaryl-2-oxo-2H-chromenes: On the proposed mechanisms for the reaction of 3-carbamoyl-2-iminochromenes with dinucleophiles

The present account summarizes the author's studies to elucidate the mechanisms of the recently reported rearrangements resulting from inter- and/or intramolecular reactions of 2-imino-2H-chromene-3-carboxamides with different dinucleophiles.

Recyclization of 2-imino-2H-1-benzopyrans under the influence of nucleophilic reagents. 1. New approach to the synthesis of 3-(1,3,4-oxadi-, thiadi-, and triazolyl-2)coumarins

It has been found that under the action of hydrazides of carboxylic acids, 2-iminocoumarin-3-carboxamides are recydized to N(1)-acylamidrazones of coumarin-3-carboxylic acids. The use of N(1)-acylamidrazones is proposed as a simple and effective means of synthesizing 3-(1,3,4-oxadi-, thiodi-, and triazolyl-2)coumarins. The possibilities of alternate schemes of synthesis are discussed, and a mechanism is suggested for the recyclization. 1996 Plenum Publishing Corporation.