31354-57-1Relevant articles and documents
Reagents for Bioorganic Synthesis: Preparation, Properties, and Reactions of Ethyl and Methyl N-(Cyanomethyl)methanimidates
Hosmane, Ramachandra S.,Burnett, Friedrich N.,Albert, Mitchell S.
, p. 1212 - 1215 (1984)
An efficient procedure for the preparation of the reagents ethyl and methyl N-(cyanomethyl)methanimidates (NCCH2N=CHOR) (1a, R=Et; 1b, R=Me) is presented,along with their preliminary properties and reactions.The reaction of aminoacetonitrile hydrochloride with trialkyl orthoformate gave 4(5)-imidazolone.The reaction of aminoacetonitrile (free base) with the ortho ester, catalyzed by formic acid, gave methyl N-7H-imidazoimidazol-2-ylmethanimidate (6).The reaction of 1b with 2-aminothiazole and 2-aminopyrimidine, catalyzed by trimethylsilyl triflate, gave 2-(5'-imino-2'-imidazolin-1'-yl)thiazole (9) and 2-(5'-imino-2'-imidazolin-1'-yl)pyrimidine (10), respectively.Compound 10 underwent facile acid hydrolysis to form 2-(formylamino)pyrimidine (11).The reactions of 2-aminothiazole with 2 equiv of 1b or that of 10 with 1 equiv of 1b both provided 2-thiazole (12).
Facile N-formylation of amines using Lewis acids as novel catalysts
Chandra Shekhar,Ravi Kumar,Sathaiah,Luke Paul,Sridhar, Madabhushi,Shanthan Rao
experimental part, p. 7099 - 7101 (2010/03/03)
Alky, aryl, and heteroaryl amines were found to react efficiently with formic acid under Lewis acid catalysis giving N-formyl derivatives in high yields. A study of ZnCl2-catalyzed N-formylation of a variety of amines using formic acid as formylating agent is described.
Purine derivatives
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, (2008/06/13)
Novel purine derivatives, particularly novel guanines and hypoxanthines, are described as agents for treating autoimmune diseases. Also novel methods of manufacture for the derivatives, pharmaceutical compositions thereof, and methods of use therefor are the invention.