130129-58-7

Basic information

• Product Name: 5-Chloro-6-ethylpyrimidin-4-ol
• Synonyms: 5-Chloro-6-ethyl-4(1H)-pyrimidinone;5-Chloro-6-ethyl-4-hydroxypyrimidine;5-Chloro-6-ethylpyrimidin-4-ol;4(3H)-PyriMidinone, 5-chloro-6-ethyl-
• CAS NO: 130129-58-7
• Molecular Formula: C₆H₇ClN₂O
• Molecular Weight: 158.59
• Mol File: 130129-58-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 224 °C
• Flash Point: 89 °C
• Appearance: /
• Density: 1.37
• Vapor Pressure: 0.093mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Chloro-6-ethylpyrimidin-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-6-ethylpyrimidin-4-ol(130129-58-7)
• EPA Substance Registry System: 5-Chloro-6-ethylpyrimidin-4-ol(130129-58-7)

Safety Data

• Hazardous Substances Data: 130129-58-7(Hazardous Substances Data)

Usage

General Description

5-Chloro-6-ethylpyrimidin-4-ol is a chemical compound with the molecular formula C7H8ClN2O. It belongs to the group of chemicals known as Pyrimidines and their derivatives. Pyrimidines are aromatic heterocyclic compounds that consist of two nitrogen atoms and four carbon atoms in a six-membered ring. Detailed information about its properties such as density, boiling point, melting point, etc. is not commonly available implying that it might be a less known or less studied compound. Its applications and hazards are also not widely documented, suggesting that it might be used in specialized or narrow fields of chemical industry or research.

InChI:InChI=1/C6H7ClN2O/c1-2-4-5(7)6(10)9-3-8-4/h3H,2H2,1H3,(H,8,9,10)

Upstream product

• 124703-78-2 6-ethyl-4(3H)-pyrimidinone 
• 6313-33-3 formamidine hydrochloride 
• 114192-09-5 methyl 2-chloro-3-oxopentanoate 
• 24045-73-6 ethyl 2-chloro-3-oxopentanoate 
• 3473-63-0 formamidine acetic acid 
• 4949-44-4 ethyl propanoylacetate 

Downstream Products

• 137234-87-8 6-ethyl-5-fluoro-4-hydroxypyrimidine 
• 921604-36-6 {2-[2-(acetyl-methyl-amino)-ethoxy]-ethyl}-methyl-carbamic acid 4-[1-(5-chloro-6-ethyl-pyrimidin-4-ylamino)-ethyl]-phenyl ester 
• 921604-35-5 dimethyl-carbamic acid 4-[1-(5-chloro-6-ethyl-pyrimidin-4-ylamino)-ethyl]-phenyl ester 

Relevant articles and documents

Design, synthesis and antifungal activity of new substituted difluoromethylpyrimidinamine derivatives

Rusts are one of the most important fungal diseases, the known target sites have already developed serious resistance to the main existing classifications of fungicides. In order to discover novel fungicides with a promising activity on rusts, twenty new substituted difluoromethylpyrimidinamine derivatives were designed and synthesized with the aid of the intermediate derivatization methods starting from ethyl 4,4-difluoro-3-oxobutanoate that is the common raw material in some newly launched important succinate dehydrogenase inhibitor (SDHI) fungicides. Their structures were identified by 1H NMR, 13C NMR, 19F NMR, IR, elemental analyses and HRMS. All the compounds were screened for in vivo fungicidal activity against southern corn rust (SCR). The preliminary bioassay results indicated that 5-chloro-6-(difluoromethyl)-N-(2-(6-(3-(trifluoromethyl)phenoxy)pyridin-3-yl)ethyl)pyrimidin-4-amine (compound J, R1 = CHF2, Alk = CH2CH2, Rn = 3-CF3) is the optimal structure with desired fungicidal activity against SCR (EC50 = 2.16 mg/L), significantly higher than commercial fungicides diflumetorim (EC50 = 53.26 mg/L) and propiconazole (EC50 = 3.92 mg/L). The structure–activity relationship of the synthesized compounds was discussed as well. This study also demonstrated that difluoromethylpyrimidinamine derivatives can be further utilized as a promising antifungal agent to control rust. Further synthesis and structure optimization studies are currently in progress.

Design, synthesis, insecticidal, and acaricidal activities of novel pyrimidinamine derivatives containing a biphenyl ether

A series of original pyrimidinamine derivatives containing a biphenyl ether moiety were designed and synthesized. Their structures were confirmed by 1H NMR, MS, and elemental analyses. Their insecticidal activities against lepidopteran and hemiptera insects and acaricidal activities were tested. The results of bioassay demonstrated that 9k showed the best activity (LC50 = 2.08 mg/L) against Tetranychus urticae, which is comparable with the positive control, spirotetramat (LC50 = 2.27 mg/L), and 9g showed better activity (LC50 = 0.52 mg/L) against Aphis fabae than the positive control, imidacloprid (LC50 = 1.02 mg/L), and relatively good activity (LC50 = 2.49 mg/L) against T urticae. Their structure-activity relationships indicated that both an ethyl group on the 4-position of the pyrimidine ring and alkyl chain as a para-substituent group of the benzene ring showed good biological activity.

Process for preparing 5-chloro-4-hydroxypyrimidines

A process for preparing 5-chloro-4-hydroxypyrimidines, 2-chloro enamines as intermediates in this process and their use The invention relates to a process for preparing compounds of the formula STR1 in which R1 is optionally substituted alkyl,