31354-57-1

Usage

InChI:InChI=1/C5H5N3O/c9-4-8-5-6-2-1-3-7-5/h1-4H,(H,6,7,8,9)

Upstream product

• 109-12-6 2-aminopyrimidine 
• 4774-33-8 tris(formylamino)methane 
• 88945-45-3 2-(5'-imino-2'-imidazolin-1'-yl)pyrimidine 
• 7440-44-0 pyrographite 
• 79917-54-7 nitro-pyrimidine 
• 64-18-6 formic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 37557-76-9 2-amino-4-(1',1'-dimethylacetonyl)amino-6-hydroxy-5-nitro-pyrimidine oxime 

Relevant academic research and scientific papers

Reagents for Bioorganic Synthesis: Preparation, Properties, and Reactions of Ethyl and Methyl N-(Cyanomethyl)methanimidates

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).

Potassium tert-Butoxide Prompted Highly Efficient Transamidation and Its Coordination Radical Mechanism

A simple and highly efficient protocol was developed for the transamidation of N,N-disubstituted amides with primary amines in the presence of tBuOK, affording desired products in good to excellent yields. This reaction proceeded under nitrogen atmosphere and featured extensive substrate tolerance. Experimental investigation suggested that a coordination radical process enhanced this transformation.

Facile N-formylation of amines using Lewis acids as novel catalysts

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.

Oxazolo-pyrimidine derivatives

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.

Purine derivatives

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.

IMIDATES IN ORGANIC SYNTHESIS: METHYL N-CYANOMETHYLMETHANIMIDATE

Synthesis, preliminary properties and reactions of the reagent Methyl N-cyanomethylmethanimidate are reported.

A NEW METHOD FOR THE PREPARATION OF SUBSTITUTED 2-PYRIMIDINYL- AND s-TRIAZINYL-FORMAMIDE OXIMES. FORMYLATION OF HETEROCYCLIC AMINES WITH TRISFORMAMINOMETHANE

A novel method for the preparation of substituted 2-pyrimidinyl- and s-triazinyl-formamide oximes is described.Heterocyclic amines 1 are first converted with trisformaminomethane, as the most powerful formylating agent, into formylamino derivatives 3.These give by treatment with hydroxylamine the corresponding formamide oximes 4 in yields up to 95percent.

Method of synthesis of pteridines

A pharmaceutical formulation of a compound of formula (II') SPC1 wherein Y is a lower alkyl group, in association with a pharmaceutically acceptable carrier, as an antibacterial product, and methods involving the preparation and reductive cyclization of a compound of formula (IV) SPC2 wherein X is a lower alkyl group or a hydroxymethyl group.