디니트라미드 염의 합성

정규현; 심현호

Journal of the Korean Industrial and Engineering Chemistry, Vol.9, No.1, 155-157, February, 1998

Export Citation

디니트라미드 염의 합성

A Study on the Synthesis of Dinitramide Salts

정규현, 심현호

초록

디니트라미드 염은 질산 염보다 산소 함량이 증가되어 효과적인 고체 산화제로 쓰일 수 있다. HNO₃-TFAA(trifiluoroacetic anhydride)-Br₂를 이용하여 4-아자헵탄디산 에스테르에 니트로화 반응을 시킨 후 염기 처리하여 retro-Michael 반응으로 3-니트라미노프로판산 에스테르를 얻었다. 이 니트라미노 화합물에 NO₂BF₄를 반응시켜 디니트라미노 화합물을 얻고, 여기에 염기를 첨가하면 디니트라미드 염을 제조할 수 있다.

Dinitramide salts may be useful as effective solid oxidizers because of higher oxygen content than nitrate salts. 3-Nitramino-propanoate was given by base treatement in the retro-Michael reaction of N-nitro-4-azaheptanedioate, which was prepared by nitration of 4-azaheptanedioate using HNO₃-TFAA(trifiluoroacetic anhydride)-Br₂. The nitramino compound was treated wile NO₂BF₄ to give dinitramino compound which was subsequently reacted with bases to give dinitramide salts.

[References]

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Lukyanov OA, Gorelik UP, Tartakovakii VS, Russ. Chem. Bull., 43, 89 (1994)
Oxley J, Smith J, Zheng WY, Rogers E, Coburn M, J. Phys. Chem. A, 101(24), 4375 (1997)
Bottaro JC, Schnitt RJ, Penwall PE, Ross DS, U.S. Patent, 5,254,324 (1993)
Hatano H, Onda T, Shinno K, Miyazaki S, Matsuura S, Kayaku Gakkashi, 57, 160 (1996)
Mcelvain SM, Stork G, J. Am. Chem. Soc., 68, 1049 (1946)

[1] Chung KH, Sim HH, J. Korean Chem. Soc., 41, 661 (1997)

[2] Lukyanov OA, Gorelik UP, Tartakovakii VS, Russ. Chem. Bull., 43, 89 (1994)

[3] Oxley J, Smith J, Zheng WY, Rogers E, Coburn M, J. Phys. Chem. A, 101(24), 4375 (1997)

[4] Bottaro JC, Schnitt RJ, Penwall PE, Ross DS, U.S. Patent, 5,254,324 (1993)

[5] Hatano H, Onda T, Shinno K, Miyazaki S, Matsuura S, Kayaku Gakkashi, 57, 160 (1996)

[6] Mcelvain SM, Stork G, J. Am. Chem. Soc., 68, 1049 (1946)