40778-16-3

Basic information

• Product Name: PIRIMICARB-DESAMIDO
• Synonyms: 2-(dimethylamino)-5,6-dimethyl-4(3H)-pyrimidinone;2-(dimethylamino)-5,6-dimethyl-1H-pyrimidin-4-one;ddhp;4,5-DIMETHYL-2-(DIMETHYLAMINO)-6-HYDROXYPYRIMIDINE;2-(dimethylamino)-5,6-dimethylpyrimidin-4-ol;2-dimethylamino-4-hydroxy-5，6-dimetyhl pyrimidine;2-(Dimethylamino)-5,6-dimethylpyrimidin-4(1H)-one;5,6-Dimethyl-2-(dimethylamino)pyrimidin-4-ol
• CAS NO: 40778-16-3
• Molecular Formula: C₈H₁₃N₃O
• Molecular Weight: 167.20832
• EINECS: 255-074-9
• Mol File: 40778-16-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 243.1°Cat760mmHg
• Flash Point: 100.8°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.0326mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: PIRIMICARB-DESAMIDO(CAS DataBase Reference)
• NIST Chemistry Reference: PIRIMICARB-DESAMIDO(40778-16-3)
• EPA Substance Registry System: PIRIMICARB-DESAMIDO(40778-16-3)

Safety Data

• Hazardous Substances Data: 40778-16-3(Hazardous Substances Data)

Usage

Metabolic pathway

Photolysis of solutions of methylene blue and 2- dimethylamino-5,6-dimethylpyrimidin-4-ol in CDCl3 and d6-acetone in an NMR sample tube with irradiation from a 600 W tungsten ? halogen lamp while dry oxygen is bubbled through the solution202 Not a pesticide: hydrolysis product of pirimicarb fungicide Photolysis of solutions of methylene blue and 2- dimethylamino-5,6-dimethylpyrimidin-4-ol gives the photolysis product of the zwitterion which is stable in solution at ambient temperature. It is suggested that, when the zwitterion is in contact with the silica gel of the TLC plate, it gives some degradation products, and if the zwitterion were to be formed in the environment on photooxidation of the pyrimidinol, and in contact with plant and soil surfaces, then it would react or break down to give further products.

InChI:InChI=1/C8H13N3O/c1-5-6(2)9-8(11(3)4)10-7(5)12/h1-4H3,(H,9,10,12)

Upstream product

• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 598-65-2 N,N-dimethylguanidine sulfate 
• 23103-98-2 pirimicarb 
• 19810-73-2 2-dimethylamino-6-methyl-3H-pyrimidin-4-one 
• 17094-21-2 2-methyl-acetoacetic acid methyl ester 
• 6145-42-2 N,N-Dimethyl-guanidine 
• 311-77-3 1,1-dimethylguanidine dihydrogensulfate 

Relevant articles and documents

Emission and absorption spectra of some substituted 4-hydroxypyrimidines

The fluorescence, phosphorescence and absorption spectra of 5,6-dimethyl-2-dimethylamino-4-hydroxypyrimidine (1), 5-n-butyl-2-dimethylamino-4-hydroxypyrimidine (2), and 5-n-butyl-2-ethylamino-4-hydroxypyrimidine (3) have been obtained in organic media and in aqueous solution at different pH values.The spectra reveal that the pyrimidines exist principally as cations at low pH, neutral species at pH values around 7 and as anions at high pH.The pK values for the ground state of compounds (1)-(3) have been measured as have the pK* values for the first excited singlet state.

Continuous synthesis method of hydroxypyrimidine compound

The invention discloses a continuous synthesis method of a hydroxypyrimidine compound. The method comprises the steps: carrying out continuous reaction on organic amine and a 50% cyanamide aqueous solution in a micro-reactor, introducing the reaction solution into a liquid separator for continuous phase splitting, carrying out continuous ring closing on a guanidine solution and alpha-alkyl acetoacetate in a second micro-reactor, washing the reaction solution with water, and desolventizing to obtain a target product. The method is based on the concept of green chemistry, the comprehensive costof raw materials is far lower than that of traditional methods, no salt-containing wastewater is generated, and treatment is easy; traditional solid-liquid separation is avoided, automatic productionis facilitated, and the safety and environmental protection level of the device is improved; continuous synthesis is adopted, decomposition of an intermediate is avoided, the total yield is larger than 82%, and the product content reaches 98%.

Photocatalytic oxidation of pirimicarb in aqueous slurries containing binary and ternary oxides of zinc and titanium

The photocatalytic degradation of pirimicarb in pure water has been studied using zinc oxide (ZnO), titanium dioxide (TiO2) and zinc titanates (Zn2TiO4 and ZnTiO3) under artificial light (300-460 nm) irradiation. Comparison of catalysts showed that TiO2 is the most efficient for the removal of pirimicarb and their transformation products. To obtain a better understanding of the mechanistic details of these ZnO-TiO2-assisted photodegradation of pirimicarb, the transformation products of the processes were identified by liquid chromatography tandem mass spectrometry (LC-MS2) and liquid chromatography time of flight mass spectrometry (LC-TOF/MS) techniques. The probable photodegradation pathways are proposed and discussed. The main steps involved: N-dealkylation of the 2-dimethylamino group to form the carbamate and decarbamoylation of the carbamate moiety with further N-dealkylation of the 2-dimethylamino group to have the hydroxypyrimidines.