Heeres, Jan published the artcileAntimycotic imidazoles. 3. Synthesis and antimycotic properties of 1-[2-(aryloxyalkyl)-2-phenylethyl]-1H-imidazoles, Application of (2-Chloroethoxy)benzene, the main research area is antimycotic phenoxyalkylimidazole; imidazole phenoxyalkyl antimycotic; fungicide phenoxyalkylimidazole; bactericide phenoxyalkylimidazole.
The title compounds (I, Rn = 2,4-Cl2; R1n = H, 2-, 4-Cl, 2-, 4-Br, 4-F, 4-MeO, 2,4-Cl2; m = 2, 3) were prepared in 28-81% yields from 2,4-Cl2C6H3CH2CN via successive alkylation with Cl(CH2)mC6H5-nR1n, conversion into the corresponding esters 2,4-Cl2C6H3CH(CO2Me)(CH2)mOC6H5-nR1n, and NaBH4-LiI reduction to 2,4-Cl2C6H3CH(CH2OH)(CH2)mOC6H5-nR1n. These alcs. were mesylated and the products refluxed with imidazole in DMF to yield I. To prepare I (Rn = 4-Cl, -Br, 2,4-Cl2; R1n = 2-, 4-Cl, 4-Br, 2,4-Cl2, m = 1), R1nC6H5-nOH were alkylated with RnC6H5-nCOCH2Br in refluxing acetone containing K2CO3 to give RnC6H5-nCOCH2OC6H5-nR1n which were methylenated with Ph3P+C-H2 to give RnC6H5-nC(:CH2)CH2OC6H5-nR1n. Hydroboration, then oxidation gave the corresponding RnC6H5-nCH(CH2OH)CH2OC6H5-nR1n which were mesylated and the products treated with imidazole as above. I, structurally related to Miconazole, were active in vitro against dermatophytes, yeasts, other fungi, and gram-pos. bacteria. Some were also active in vivo against Candida albicans.
Journal of Medicinal Chemistry published new progress about Fungicides. 622-86-6 belongs to class ethers-buliding-blocks, name is (2-Chloroethoxy)benzene, and the molecular formula is C8H9ClO, Application of (2-Chloroethoxy)benzene.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem