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1-Cyanoethyluracil is an organic compound with the chemical formula C6H6N4O2. It is a derivative of uracil, a pyrimidine base found in RNA, and features a cyanoethyl group attached to the 1-position of the uracil ring. 1-Cyanoethyluracil is used as an intermediate in the synthesis of various pharmaceuticals and other chemical products. Its structure provides a versatile platform for further chemical modifications, making it a valuable building block in organic synthesis.

2864-27-9

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2864-27-9 Usage

Chemical family

1-Cyanoethyluracil belongs to the uracil family.

Functional group

Contains a cyanoethyl group.

Usage

Used as a precursor in the synthesis of various pharmaceuticals and bioactive molecules.

Industry applications

Has potential applications in the pharmaceutical and chemical industries.

Unique chemical properties

Possesses unique chemical properties that make it valuable in its respective industries.

Interaction with nucleic acids

Known for its ability to interact with DNA and RNA.

Drug development

Has shown promise in the development of new drugs.

Research tool

Serves as a research tool for studying nucleic acid interactions.

Chemical structure

1-Cyanoethyluracil features a uracil base with a cyanoethyl group attached.

Synthesis

Acts as a starting material for creating various pharmaceuticals and bioactive molecules.

Diverse applications

1-Cyanoethyluracil has a wide range of applications in different fields.

Further exploration

1-Cyanoethyluracil has potential for ongoing research and development in multiple industries.

Check Digit Verification of cas no

The CAS Registry Mumber 2864-27-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,6 and 4 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2864-27:
(6*2)+(5*8)+(4*6)+(3*4)+(2*2)+(1*7)=99
99 % 10 = 9
So 2864-27-9 is a valid CAS Registry Number.

2864-27-9Downstream Products

2864-27-9Relevant academic research and scientific papers

Michael addition of pyrimidine derivatives with acrylates catalyzed by lipase TL im from Thermomyces lanuginosus in a continuous-flow microreactor

Du, Li-Hua,Ling, Hui-Min,Luo, Xi-Ping

, p. 7770 - 7773 (2014)

Lipase-catalyzed Michael addition of pyrimidine derivatives to acrylates in a continuous-flow microreactor is described. The influence of the structure of the Michael acceptor and the corresponding donor on the enzymatic addition was also investigated. The important features of this method include mild reaction conditions, short reaction times (30 min) and high yields.

Microwave-promoted Michael addition in neat water: A rapid, efficient and green method for the preparation of acyclic nucleosides

Qu, Gui-Rong,Zhang, Zhi-Guang,Geng, Ming-Wei,Xia, Ran,Zhao, Lin,Guo, Hai-Ming

, p. 721 - 724 (2007)

Syntheses of acyclic nucleosides were achieved in water with the aid of microwave irradiation, providing a rapid, efficient and convenient method for the preparation of acyclic nucleosides in high yields. Georg Thieme Verlag Stuttgart.

The attempts of the cyano group reduction in 1-cyanoethyl 5-substituted uracil derivatives

Boncel,Walczak

, p. 2151 - 2156 (2008/09/18)

A variety of reductants for the reduction of 1-cyanoethyl-5-substituted uracil derivatives has been examined. Commonly used reductants, borane dimethyl sulphide complex, ammonium formate and sodium borohydride were applied. For the most investigated 5-substituted uracil derivatives the reduction with sodium borohydride has shown the highest efficiency when nickel(II) chloride as a catalyst has been applied. The reactions were performed in methanol at decreased temperature in the presence of di-tert-butyl carbonate as a "trapping" agent. The Boc-protected 1-(3-aminopropyl)pyrimidine-2, 4(1H,3H)-diones were synthesized in moderate to high yields.

Cobalt-mediated [2+2+2] cycloadditions of pyrimidine derivatives to alkynes

Pelissier, Helene,Rodriguez, Jean,Vollhardt, K. Peter C.

, p. 3549 - 3561 (2007/10/03)

The scope and limitations of the cobalt-mediated [2+2+2] cycloaddition of pyrimidine derivatives to alkynes has been investigated. The 5,6-double bond of these heterocyclic nuclei has been found to participate in an entirely intermolecular fashion to generate chemo- and stereoselectively novel, fused and substituted 5,6-dihydropyrimidine cobalt complexes, which upon oxidative demetallation liberate the corresponding new heterocyclic ligand. On the other hand, 1-alkynyl pyrimidines have been found to be suitable partners in the cocyclization with disubstituted alkynes, such as bis(trimethylsilyl)acetylene (BTMSA) or dimethyl 2-butyn-1,4-dioate (DMAD), to allow the direct preparation of hitherto unknown dihydropyrido[3,2-ij]quinazoline cobalt complexes. Effects of the substitution on the pyrimidine nucleus, the cocyclization partner, the complex auxiliary, and the reaction conditions were examined, and in some cases competing pathways that lead to [CpCo(cyclobutadienes)], cyclopentadienone complexes, and compounds that arise from a C-H activation-type reaction were observed.

CHARACTERISATION OF ADDUCTS OF NUCLEIC BASES AND ACRYLIC MONOMERS

Crippa, Sergio,Di Gennaro, Patrizia,Lucini, Ruggero,Orlandi, Marco,Rindone, Bruno

, p. 197 - 203 (2007/10/02)

Spectral data and thermodynamic calculations of adducts of purines (guanine, adenine), or pyrimidines (thymine, uracil) with acrylic monomers (acrylonitrile, ethyl acrylate, and ethyl crotonate) are reported.Purine adducts derive from attack at N-7 and N-9, and pyrimidine adducts derive from attack at N-1.Acrylonitrile forms also N-1, N-3 bis adducts with pyrimidines.Structural assignment was by 1H and 13C NMR and using COSY-RELAY and NOE effects.Force-field calculations indicated the most stable conformations of the reaction products.

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