The Article related to benzisoxazole preparation, nitrobenzylidene barbiturate reductive heterocyclization, 2,1-benzisoxazoles, anthranils, barbituric acid derivatives, nitroaromatic reduction, process optimization and other aspects.Electric Literature of 102-07-8
On February 29, 2020, Serrano, Joao L.; Soeiro, Pedro F.; Reis, Melani A.; Boto, Renato E. F.; Silvestre, Samuel; Almeida, Paulo published an article.Electric Literature of 102-07-8 The title of the article was Synthesis and process optimization of symmetric and unsymmetric barbiturates C5-coupled with 2,1-benzisoxazoles. And the article contained the following:
An unexpected formation of sym. 3-substituted 2,1-benzisoxazoles I [X = O, S; R = R1 = H, Ph, Me] through reduction of 5-(2-nitrobenzylidene)barbiturates II has been described. This reductive intramol. heterocyclization probably involves a nitroso intermediary. To improve the previous reaction conditions, the nature of the reducing agent and additives, reaction time and solvents were evaluated. By applying the optimized conditions, several sym. I [X = O, S; R = R1 = H, Ph, Me] and unsym. barbiturates C5-coupled with 2,1-benzisoxazoles I [X = S; R = Ph; R1 = H, 3-chlorophenyl, 4-chlorophenyl, 4-fluorophenyl, 4-iodophenyl] were prepared with an yield of 52-87%. From this set, seven compounds I (X = S, R = R1 = Me; X = O, R = R1 = Ph; X = S, R = Ph, R1 = H, 3-chlorophenyl, 4-chlorophenyl, 4-fluorophenyl, 4-iodophenyl) were novel and the unsym. nature of the (thio)barbituric acid moiety was explored. For that, the total synthesis, starting from the resp. urea or thiourea, was successfully performed, and 11 thiobarbiturates, benzylidene barbiturate and thiobarbiturate precursors are described. The experimental process involved the reaction of 1,3-Diphenylurea(cas: 102-07-8).Electric Literature of 102-07-8
The Article related to benzisoxazole preparation, nitrobenzylidene barbiturate reductive heterocyclization, 2,1-benzisoxazoles, anthranils, barbituric acid derivatives, nitroaromatic reduction, process optimization and other aspects.Electric Literature of 102-07-8
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics