PYRIMIDIFEN Chemical Properties

Melting point:

157-161℃

Boiling point:

535.6±50.0 °C(Predicted)

Density 

1.45

storage temp. 

0-6°C

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 Information

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

PYRIMIDIFEN Usage And Synthesis

Uses

Pyrimidifen is used as a pesticide.

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.

PYRIMIDIFEN(105779-78-0)Related Product Information

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