Process for the direct preparation of N,N-disubstituted derivati

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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C07D27308

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045979030

ABSTRACT:
A process for the direct preparation of N,N-disubstituted derivatives of 4,13-diaza-18-crown-6 in which the substituents on both nitrogen atoms are identical and derive originally from an amine, by reacting a 1,8-diiodo-3,6-dioxooctane or derivatives thereof in which the substituents are located on positions 1, 2, 4, 5, 7 or 8 or combinations thereof, with a molar equivalent of a primary amine in the presence of a base and solvent.

REFERENCES:
patent: 3888877 (1975-06-01), Lehn
Hiraoko, Crown Compounds--Characteristics and Applications (1982), Studies in Organic Chem. 12, Elsevier Publishing, N.Y., Kodansha Ltd., pp. 44-47, 52-53.
Rasshofer et al-Ligand Structure XXV-New Aza Crown Ether Cyclizations Without Use of Dilution Principle, CA:89(28), 109426g (1978), p. 917.
Patai--Chemistry of Ethers, Crown Ethers, Hydroxyl Groups & Sulphur Analogues, Part 1, Chem. of Functional Grps.--Supplement E, Wiley & Sons, NY (1980), pp. 18-19, 22-25.
Schultz et al., J. Am. Chem. Soc. 104, 625-626, "Lariat Ethers, 4. Chain Length and Ring Size Effects in Macrocyclic Polyethers Having Neutral Donor Groups On Flexible Arms".
Pederson, C. J.; J. Am. Chem. Soc. 89:26, Dec. 1967, pp. 7017-7036.

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