Bupirimate

Base Information

• Chemical Name: Bupirimate
• CAS No.: 41483-43-6
• Deprecated CAS: 58694-46-5
• Molecular Formula: C13H24N4O3S
• Molecular Weight: 316.425
• Hs Code.: 2933599018
• European Community (EC) Number: 255-391-2
• UNII: MCJ121RIOI
• DSSTox Substance ID: DTXSID6041688
• Nikkaji Number: J15.826G
• Wikipedia: Bupirimate
• Wikidata: Q2928285
• ChEMBL ID: CHEMBL3183902
• Mol file: 41483-43-6.mol

Synonyms:2-aminoethyl-5-butyl-4(N)-methylsulfonate-6-methylpyrimidine;bupirimate;Nimrod

Chemical Property of Bupirimate

Chemical Property:

• Appearance/Colour: Emulsifiable liquid
• Vapor Pressure: 9.29E-09mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 463.2 °C at 760 mmHg
• PKA: 5
• Flash Point: 233.9 °C
• PSA: 92.80000
• Density: 1.204 g/cm³
• LogP: 2.89840
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: 22 mg l-1 (pH 5.2), 18 mg l-1 (pH 7.3), 17 mg l-1 (pH 9.3) at 25 °C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 316.15691181
• Heavy Atom Count: 21
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

Bupirimate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 758056
• Hazard Codes: Xn
• Statements: 21
• Safety Statements: 36/37

MSDS Files:

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: CCCCC1=C(N=C(N=C1OS(=O)(=O)N(C)C)NCC)C
• Uses: Fungicide. Bupirimate is a systemic fungicide that provides protective and curative control of powdery mildew (Podosphaera leucotricha) mainly in pome fruits, stone fruits and glasshouse roses. Other uses include berries, vines and cucurbits. Bupirimate is a pyrimidine based fungicide with protective and curative activity for the control of fungal diseases by interfearing with nucleic acid synthesis.

Technology Process of Bupirimate

There total 3 articles about Bupirimate 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: 97.0%

5-butyl-2-(ethylamino)-6-methyl-4(1H)-Pyrimidinone + dimethylamino sulfonyl chloride (13360-57-1) → bupirimate (41483-43-6)

Guidance literature:

5-butyl-2-(ethylamino)-6-methyl-4(1H)-Pyrimidinone; With sodium carbonate; In ethanol; at 25 ℃; for 1h;

dimethylamino sulfonyl chloride; In toluene; for 8h; Solvent; Reagent/catalyst; Reflux;

Reference yield: 94.0%

dimethylamino sulfonyl chloride (13360-57-1) + ethirimol (23947-60-6) → bupirimate (41483-43-6)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In water; ethyl acetate; for 2h; Reagent/catalyst; Solvent; Reflux;

Reference yield:

→ bupirimate (41483-43-6)

Guidance literature:

Entspr. 4-Hydroxypyrimidin, Dimethylsulfamoylchlorid;

upstream raw materials:

dimethylamino sulfonyl chloride

ethirimol

Refernces

• 1、 -. "Synthesis method of bupirimate". Paragraph 0029-0042. . Retrieved 2020/11/26.
• 2、 -. "Glyoxyl acid amides, method for producing them and their use for controlling harmful organisms". . . Retrieved 2008/06/13.