7153-60-8

Basic information

• Product Name: 1-butyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
• CAS NO: 7153-60-8
• Molecular Formula: C₉H₁₁N₃O₂
• Molecular Weight: 193.2025
• Mol File: 7153-60-8.mol
• Article Data: 3

Chemical Properties

• Density: 1.25g/cm³
• Refractive Index: 1.548
• CAS DataBase Reference: 1-butyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-butyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile(7153-60-8)
• EPA Substance Registry System: 1-butyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile(7153-60-8)

Safety Data

• Hazardous Substances Data: 7153-60-8(Hazardous Substances Data)

Usage

Class

Tetrahydropyrimidine derivatives

Common use

Building block in organic synthesis

Potential applications

Pharmaceutical and agricultural industries

Biological activities

Anti-inflammatory, anti-bacterial, and anti-fungal properties

Development potential

New drugs and agrochemicals

Research focus

Synthesis of various heterocyclic compounds with potential biological activities

Field of interest

Medicinal and agricultural chemistry

Promising properties

Biological and chemical properties

Upstream product

• 1187-34-4 α-cyano-β-ethoxy-N-ethoxycarbonylacrylamide 
• 1187-34-4 (Z)-2-cyano-3-ethoxyacryl ethyl carbamate 
• 109-73-9 N-butylamine 
• 6629-04-5 ethyl N-cyanoacetylcarbamate 
• 122-51-0 orthoformic acid triethyl ester 
• 888704-22-1 (Z)-ethyl [2-cyano-3-(n-butylamino)acryloyl]carbamate 
• 1187-34-4 α-Cyano-β-ethoxy-N-(ethoxycarbonyl)acrylamide 

Relevant articles and documents

Kinetic and mechanistic studies of NEt3-catalyzed intramolecular aminolysis of carbamate

(Graph Presented) The mechanism of the NEt3-catalyzed intramolecular aminolysis of Z-1 in acetonitrile or aqueous acetonitrile solutions is suggested to involve rate-determining collapse of T ± through simultaneous H-abstraction and ethoxide expulsion of E2 process. The evidence for that includes the primary isotope effect of kH/k D, = 1.66 in acetonitrile, general-base catalysis in aqueous buffer solutions, salt effect, and the proposed water-stabilized rate-determining transition states (TS1 and TS2) in the water-titration experiments.

A multi-component reaction to 5-cyanouracils: Synthesis and mechanistic study

Acetonitrile as a solvent, excess of primary amines as general bases, and a reflux condition make the multi-component reactions of (2-cyanoacetyl) carbamate 1, ethyl orthoformate, and primary amines form 5-cyanouracils 4a-c feasibly. Mechanistic studies o