Pyrimethanil

Base Information

• Chemical Name: Pyrimethanil
• CAS No.: 53112-28-0
• Molecular Formula: C12H13N3
• Molecular Weight: 199.255
• Hs Code.: 2942000000
• European Community (EC) Number: 414-220-3,610-963-4
• UNII: 6IA5HP6C8Z
• DSSTox Substance ID: DTXSID8034877
• Nikkaji Number: J682.443I
• Wikipedia: Pyrimethanil
• Wikidata: Q7263600
• Metabolomics Workbench ID: 45905
• ChEMBL ID: CHEMBL540677
• Mol file: 53112-28-0.mol

Synonyms:pyrimethanil

Chemical Property of Pyrimethanil

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.89E-05mmHg at 25°C
• Melting Point: 96 °C
• Refractive Index: 1.622
• Boiling Point: 362.8 °C at 760 mmHg
• PKA: 3.52
• Flash Point: 173.2 °C
• PSA: 37.81000
• Density: 1.15 g/cm³
• LogP: 2.91000
• Storage Temp.: 0-6°C
• Water Solubility.: 0.121 g/L (25 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.110947427
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

98% ^*data from raw suppliers

Pyrimethanil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: CC1=CC(=NC(=N1)NC2=CC=CC=C2)C
• Uses: Pyrimethanil is a broad spectrum anilino-pyrimidine foliar fungicide. Pyrimethanil functions by inhibiting the biosynthesis of methionine in Botrytis cinerea. Pyrimethanil provides both protective and curative control of fungal diseases in pome fruits (leaf scab caused by Venturiu inaequalis), vines, fruits, vegetables and ornamentals (grey mould)

Technology Process of Pyrimethanil

There total 12 articles about Pyrimethanil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2-chloro-4,6-dimethylpyrimidine (4472-44-0) + aniline (62-53-3) → Pyrimethanil (53112-28-0)

Guidance literature:

In ethanol; at 160 ℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1039/d0ra00833h

Reference yield: 87.0%

C19H17N3OS → Pyrimethanil (53112-28-0) + o-hydroxymethyl thiophenol (4521-31-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1016/j.tetlet.2007.11.096

Reference yield: 81.3%

CYANAMID (420-04-2) + aniline (62-53-3) + acetylacetone (123-54-6,81235-32-7) → Pyrimethanil (53112-28-0)

Guidance literature:

CYANAMID; aniline; With hydrogenchloride; In water; at 45 - 90 ℃; for 2h; pH=2.5; Inert atmosphere;

acetylacetone; With sodium hydroxide; In water; for 1h; pH=7.9;

upstream raw materials:

2-chloro-4,6-dimethylpyrimidine

aniline

4,6-dimethyl-2-methylsulfanyl-pyrimidine

4,6-dimethyl-1-phenylpyrimidine-2(1H)-thione

Downstream raw materials:

2-Amino-4,6-dimethylpyrimidine

2-acetamidobenzimidazole

2,4-dimethylpyrimido<1,2-a>benzimidazole

N-acetylacetamide

Refernces

• 1、 Angelini, Guido,Campestre, Cristina,Gasbarri, Carla,Kóti, János,Keglevich, Gy?rgy,Scotti, Luca. "Microwave-assisted simple synthesis of 2-anilinopyrimidines by the reaction of 2-chloro-4,6-dimethylpyrimidine with aniline derivatives". . p. 12249 - 12254. Retrieved 2020/04/20.
• 2、 Goswami, Shyamaprosad,Hazra, Anita,Jana, Subrata. "One-pot two-step solvent-free rapid and clean synthesis of 2-(substituted amino)pyrimidines by microwave irradiation". experimental part. p. 1175 - 1181. Retrieved 2009/12/25.