Citation: DUAN Li-Ping, QIN Zhi-Qiang, LI Guang-Ping, LI Shi-Zhu, LI Qiang, XU Dong-Fang. Synthesis, Crystal Structure and Biological Evaluation of 4-Chloro-2-(morpholine-4-carbonyl)phenyl-4'-methoxybenzoate as Molluscicidal Agent[J]. Chinese Journal of Structural Chemistry, ;2014, 33(6): 841-845. shu

Synthesis, Crystal Structure and Biological Evaluation of 4-Chloro-2-(morpholine-4-carbonyl)phenyl-4'-methoxybenzoate as Molluscicidal Agent

a.
a. National Institute of Parasitic Diseases, Chinese Center for Disease Control and Prevention, Shanghai 200025, China;
b.
b. Hunan Institute of Parasitic Disease, Yueyang, Hunan 414000, China;
c.
c. Shanghai Normal University, Shanghai 200234, China

Corresponding author: DUAN Li-Ping,
Received Date: 11 December 2013
Available Online: 14 April 2014
Fund Project: Supported by Shanghai Municipal Natural Science Foundation (12ZR1434900) (12ZR1434900)the Opening Project of Shanghai Key Laboratory of New Drug (No. DZ22606001) (No. DZ22606001)

The title compound 4-chloro-2-(morpholine-4-carbonyl)phenyl-4'-methoxybenzoate (C₁₉H₁₈ClNO₅, M_r=375.79), a 5-chlorosalicylic acid derivative incorporating morpholine moiety, was conveniently synthesized through two steps and crystallized in the monoclinic space group P2₁/c with a=7.8501(10), b=9.3149(12), c=25.133(3)Å, V=1836.2(4)Å³, Z=4, D_c=1.359 Mg/m³, λ=0.71073Å, μ(MoKα)=0.237 mm^-1, F(000)=784, R=0.0447 and wR=0.1227 for 3982 independent reflections with I>2σ(I). The dihedral angles formed between 4-methoxybenzene and 5-chlorobenzene rings, the 5-chlorobenzene and morpholine, and 4-methoxybenzene and morpholine rings are 82.55(3), 72.56(5) and 47.68(0)° by X-ray analysis, respectively. Bioassay shows that the title compound has a good molluscidal effect.
- salicylic acid,
- crystal structure,
- molluscidal
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