A Simple and Efficient Method for the Synthesis of ۲,۳,۵,۶-Tetrachloro-۴- iodopyridine, and its Reactivity Toward Hard and Soft Nucleophiles

سال انتشار: 1398
نوع سند: مقاله ژورنالی
زبان: انگلیسی
مشاهده: 48

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شناسه ملی سند علمی:

JR_ORGC-5-1_008

تاریخ نمایه سازی: 3 مهر 1402

چکیده مقاله:

۲,۳,۵,۶-tetrachloro-۴-iodopyridine was successfully synthesized in one-step from the reaction of pentachloropyridine with sodium iodide using microwave irradiation. The reaction of O, N, and S centered nucleophiles with ۲,۳,۵,۶-tetrachloro-۴-iodopyridine was studied in order to assess regiochemistry of aromatic nucleophilic substitution. Substitution occurs at the para position to ring nitrogen by S centered nucleophiles, while O and N centered nucleophiles substitution occurs at the ortho position of pyridine ring. IR, ۱H NMR, and ۱۳C NMR spectroscopy, confirmed the structures of all the compounds.

نویسندگان

Reza Ranjbar-Karimi*

Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan ۷۷۱۷۶, Islamic Republic of Iran

Tayebeh Davoodian

Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan ۷۷۱۷۶, Islamic Republic of Iran

Alireza Poorfreidoni

Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan ۷۷۱۷۶, Islamic Republic of Iran

Hossein Mehrabi

Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan ۷۷۱۷۶, Islamic Republic of Iran