Carbamoylation with acrylamides

Hydroxy-6-methyl-7,8,9,10-tetrahydrophenanthridine methio-dide is formed directly by the action of methyl iodide on the corresponding base.168 In an interesting reaction with acrylamide in methanolic hydrogen chloride, phenanthridine gives AT-(2-carbamoyl-ethyl)phenanthridinium chloride.288... 

The second target, 4-oxo-4H-l-benzopyran-3-carboxylic acids (3) were obtained by Jones oxidation of or hydrolysis of the 3-carbonitrile derivatives ( ) described below (14). The third target, 3-(4-oxo-4H-1-benzopyran-3)acrylic acids (4) were synthesized generally by the Knoevenagel reaction of 3-carboxaldehydes (2) with malonic acid ( 1 ). In the meantime, it was found that the 3-carboxaldehydes ( ), which were able to function as P-dialdehyde compounds, were attacked by amide groups in some cases, to give 2(IH)-pyridone derivatives after condensation with malonic acid derivatives. Thus, condensation of 2 with malonodiamide in pyridine gave initially acrylamide derivatives which were converted into 3-carbamoyl-5-(2-hydroxybenzoyl)-2(IH)-pyridones ( ) (24) ... 

Cellulose phosphonate has been treated with AW-dimethylacrylamide or 4-vinylpyridine in the presence of sodium ethoxide to yield cellulose 2- NN-dimethyl)carbamoyl-ethylphosphonate or cellulose 2-pyridinylethylphosphonate, respectively. Cellulose phosphonate fabrics modified with AW-dimethyl-acrylamide had powerful flame-retardant properties, suggesting that the combination of phosphoryl and amide groups was an effective flame retardant. 

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