41064-78-2Relevant academic research and scientific papers
Preparation of substituted semicarbazides from corresponding amines and hydrazines via phenyl carbamates
Hron, Rebecca,Jursic, Branko S.
supporting information, p. 1540 - 1543 (2014/03/21)
A simple synthetic procedure for the conversion of amines and hydrazines into substituted semicarbazides was developed. The initial condensation between the desired amine and phenyl chloroformate into phenyl carbamate is followed by the addition of hydrazine under basic conditions. The reaction is tolerable to a variety of functional groups, with mild conditions and high percent yields.
Synthesis, characterization and biological screening of various O-phenyl-N-aryl carbamates
Abbasi, Muhammad Athar,Sonia, Ayesha,Aziz-Ur-Rehman,Khan, Khalid Mohammed,Ashraf, Muhammad,Afzal, Iftikhar,Ambreen, Nida,Shahid, Muhammd,Abbas, Mazhar
, p. 385 - 390 (2013/07/27)
A series of O-phenyl-N-aryl carbamates (3a-i) were synthesized by the reaction of phenyl chloroformate (1) with different aromatic amines (2a-i). The compounds were characterized by IR and 1H-NMR and screened against acetylcholinesterase, butrylcholinesterase and lipoxygenase enzymes. The results revealed that O-phenyl-N-phenyl carbamate (3a) and O-phenyl-N-(3-hydroxyphenyl) carbamate (3e) were active against acetylcholinesterase while O-phenyl-N-benzyl carbamate (3b), O-phenyl-N-(4-hydroxyphenyl) carbamate (3f) and O-phenyl-N-(3-methoxyphenyl) carbamate (3h) exhibited potential inhibitory activity against 5-lipoxygenase. All these carbamates were also assayed for their antimicrobial and hemolytic activities. O-phenyl-N-(2-hydroxyphenyl) carbamate (3d), O-phenyl-N-(4-hydroxyphenyl) carbamate (3f) and O-phenyl-N-(3-methoxyphenyl) carbamate (3h) showed good antimicrobial and hemolytic activity among all the carbamates.
A Simple Synthesis of 2(3H)-Benzoxazolones using Phenyl Chloroformate
Maleski, Robert J.,Osborne, C. Edward,Cline, Sharon M.
, p. 1937 - 1939 (2007/10/02)
2(3H)-Benzoxazolones 3 can be prepared directly from the corresponding 2-aminophenols and phenyl chloroformate.The intermediate 2-hydroxy phenylcarbamates 2 are formed easily in aqueous alcohol solvent and these are converted rapidly to product, without their isolation, using one equivalent of sodium hydroxide.The synthesis accommodates a wide variety of substituents, including the easily hydrolyzed ethyl ester.
HYDROXYLATION DIRECTE D'ESTERS DE PHENYLE ET D'ANILIDES PAR LE PEROXYDE D'HYDROGENE EN MILIEU SUPERACIDE
Berrier, Christian,Jacquesy, Jean-Claude,Jouannetaud, Marie-Paule,Morellet, Guy
, p. 158 - 164 (2007/10/02)
In SbF5-HF, hydrogen peroxide reacts on the aromatic ring of esters 1a-5a and anilides 11a-15a to give monohydroxylated derivatives in good yields.With compounds 2a, 4a and 5a, meta or para isomers are by far the major products, whereas with formate 1a and benzoate 3a, the proportion of the ortho isomer is more important.With anilides, the reaction is less selective, the three isomers being obtained in comparable amounts.Thus, the relative proportions of ortho, meta and para-hydroxylated derivatives obtained using 70 percent H2O2 with acetate 2a and acetanilide 12a are 6/51/43 and 36.5/30/33.5, respectively.The important proportion of meta hydroxylation is the result of the reaction of protonated hydrogen peroxide H3O2+ on the protonated substrate.
