PRODUCTION OF NITROGEN-CONTAINING COMPOUND USING IODINE-AMMONIA SYSTEM

• Main Authors: SHIBUYA ISAO, YONEMOTO KATSUMI
• Format: Patent
• Language: English
• Published: 07.03.1990
• Subjects: APPARATUS THEREFOR; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

PURPOSE:To simply and quickly obtain the title compound which is a compound useful in organic synthesis under mild reaction conditions in high yield by treating a heterocyclic cation compound using an extremely inexpensive iodine- ammonia mixture system as a raw material. CONSTITUTION:A heterocyclic cation compound expressed by formula I (X and Y are hetero atoms; R is H or substituent group inert to reaction; Z<-> is paired anion; or numbers of ring member in cation part are 5 and X and R may be coupled with covalent bond) is reacted with an iodine-ammonia mixture system in a solvent such as acetonitrile or methanol to provide the ring enlarged product (numbers of ring member: 6) by a nitrogen atom expressed by formula II. In the above-mentioned reaction, the compound expressed by formula I and equivalent molar iodine or triiodide expressed by formula III (numbers of ring member in cation part are 5) are dissolved in a solvent and then excess ammo nia water is added thereto or the compound expressed by formula I is added to the mixture system consisting of iodine in a solvent and excess ammonia water.