ChemicalBook--->CAS DataBase List--->105779-78-0

105779-78-0

105779-78-0 Structure

105779-78-0 Structure
IdentificationBack Directory
[Name]

PYRIMIDIFEN
[CAS]

105779-78-0
[Synonyms]

SU-9118
-4-amine
MITECLEAN
Pyrimedifen
PYRIMIDIFEN
PYRIMIDIFEN STANDARD
Pyrimidifen solution
pyrimidifen (bsi,iso)
Pyrimidifen Solution, 100ppm
Pyrimidifen@100 μg/mL in Methanol
Pyrimidifen@1000 μg/mL in Acetone
5-chloro-n-(2-(4-(2-ethoxyethyl)-2,3-dimethylphenoxy)ethyl)-6-ethylpyrimidin
4-pyrimidinamine,5-chloro-n-(2-(4-(2-ethoxyethyl)-2,3-dimethylphenoxy)ethyl)-6
5-Chloro-N-[2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl]-6-ethyl-4-pyrimidinamine
5-Chloro-N-{2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl}-6-ethylpyrimidin-4-amine
4-Pyrimidinamine, 5-chloro-N-[2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl]-6-ethyl-
[Molecular Formula]

C20H28ClN3O2
[MDL Number]

MFCD01631162
[MOL File]

105779-78-0.mol
[Molecular Weight]

377.91
Chemical PropertiesBack Directory
[Melting point ]

157-161℃
[Boiling point ]

535.6±50.0 °C(Predicted)
[density ]

1.45
[storage temp. ]

0-6°C
[form ]

neat
[pka]

4.09±0.10(Predicted)
[BRN ]

11644658
[Major Application]

agriculture
environmental
[InChI]

1S/C20H28ClN3O2/c1-5-17-19(21)20(24-13-23-17)22-10-12-26-18-8-7-16(9-11-25-6-2)14(3)15(18)4/h7-8,13H,5-6,9-12H2,1-4H3,(H,22,23,24)
[InChIKey]

ITKAIUGKVKDENI-UHFFFAOYSA-N
[SMILES]

CCOCCc1ccc(OCCNc2ncnc(CC)c2Cl)c(C)c1C
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50/53
[Safety Statements ]

60-61
[RIDADR ]

UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
[WGK Germany ]

3
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Hazard InformationBack Directory
[Uses]

Pyrimidifen is used as pesticide.
[Definition]

ChEBI: Pyrimidifen is a pyrimidinamine insecticide, a pyrimidinamine acaricide and an aminopyrimidine. It has a role as a mitochondrial NADH:ubiquinone reductase inhibitor.
[Synthesis]

First, the key pyrimidine intermediate, 4,5-dichloro-6-ethylpyrimidine, was prepared. Simultaneously, an intermediate containing a phenoxyethyl side chain was prepared by reacting 4-(2-ethoxyethyl)-2,3-dimethylphenol with 1,2-dihaloethane or 2-haloethylamine. Subsequently, under basic conditions (e.g., using triethylamine or potassium carbonate) in an organic solvent, this pyrimidine intermediate underwent a nucleophilic substitution reaction with a side-chain amine intermediate to form an N-substituted pyrimidine-4-amine skeleton. Finally, by selective chlorination to ensure or introduce a chlorine atom at the 5-position, the Pyrimidifen was obtained.
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