Pencycuron

ChEBI: A member of the class of ureas carrying 4-chlorobenzyl and cyclopentyl substituents at position 1 and a phenyl substituent at position 3. A fungicide used to control diseases caused by Rhizoctonia solani and Pellicularia spp. It i not highly toxic to mammals but is moderately toxic to birds, most aquatic organisms, honeybees and earthworms.

Pencycuron is a member of the class of phenylureas that is urea which is substituted by p-chlorobenzyl and cyclopentyl groups at position 1 and a phenyl group at position 3. A fungicide used to control diseases caused by Rhizoctonia solani and Pellicularia spp. It is not highly toxic to mammals but is moderately toxic to birds, most aquatic organisms, honeybees and earthworms. It has a role as an antifungal agrochemical. It is a member of monochlorobenzenes and a member of phenylureas. It derives from an aniline.

Preparation of phenyl isocyanate by isocyanate method Chlorobenzene is used as the solvent, phosgene is passed in, and then aniline chlorobenzene solution is added dropwise at room temperature while the reaction temperature is lower than 40°C, and it is dropped in 1 hour. The temperature was raised to reflux at 130°C for 3h, and phosgene was continuously introduced during the reaction, so that the total amount of phosgene and aniline reached 3:1 (mol). After the reaction is slightly cold, nitrogen is passed at 90～100℃ to drive off the HCl and unreacted COCl2 generated by the reaction, then add a high temperature point solvent that accounts for 20% of the mass of the reaction solution, distill under reduced pressure, and distill out the phenyl isocyanate. 97%, purity>95%. Preparation of N-p-chlorobenzyl-N-cyclopentylamine Add 30g (95%, 0.2mol) p-chlorobenzylamine and 18.3g (99%, 0.22mol) cyclopentanone, 200mL ethanol, 3Raney Ni to 500mL high pressure In the kettle, seal the autoclave, set the temperature at 40°C, pass H2 gas pressure to 3 MPa, start stirring to maintain the temperature and hydrogen pressure, after 8 hours of reaction, filter and recover the coated catalyst, and the filtrate is desolvated to a vacuum of 0.09 MPa, The product was 34.5g, the yield was 88%, and the content was 94.0%. Synthesis of Pentasulfuron The phenylisocyanate was reacted with 4-chlorobenzylcyclopentylamine at 50°C for 7h to synthesize Pentasulfuron. Aniline is condensed into aniline and N-(4-chlorobenzyl)-N-cyclopentylcarbamoyl chloride to synthesize penvalon.

Pencycuron is an urea based fungicide developed specifically against the plant pathogen Rhizoctonia solani for which it was developed. Pencycuron has also been used for controlling sheath blight of rice.

Molecular Weight:328.8
XLogP3:4.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:328.1342410
Monoisotopic Mass:328.1342410
Topological Polar Surface Area:32.3
Heavy Atom Count:23
Complexity:370
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes