N-substituted tetrahydro-1,3-oxazines and -oxazolidines. 2. Nitration of N-(ω-acylamino-β,β-dinitroalkyl)tetrahydro-1,3-oxazines and -oxazolidines

被引:0
|
作者
A. G. Korepin
P. V. Galkin
E. K. Perepelkina
N. M. Glushakova
I. L. Eremenko
L. T. Eremenko
机构
[1] Russian Academy of Sciences,Institute of Problems of Chemical Physics
[2] Russian Academy of Sciences,N. S. Kurnakov Institute of General and Inorganic Chemistry
来源
Russian Chemical Bulletin | 2009年 / 58卷
关键词
C- and O-aminomethylation; (acylamino)dinitroalkanes; -(ω-acylamino-β,β-dinitroalkyl)tetrahydro-1,3-oxazines and ; -(ω-acylamino-β,β-dinitroalkyl)oxazolidines; nitration; O-nitrates; acute toxicity; cardioprotection;
D O I
暂无
中图分类号
学科分类号
摘要
Nitration of N-(ω-acylamino0-β,β-dinitroalkyl)tetrahydro-1,3-oxazines and N-(ω-acylamino-β,β-dinitroalkyl)oxazolidines resulted in O-nitrates bearing amide, dinitromethylene, and nitroamine groups. It was found that nitration can be accompanied by N-hydroxymethylation of the amide group. Three nitrates synthesized were tested for, and exhibited good level of, cardioprotection.
引用
收藏
页码:2103 / 2108
页数:5
相关论文
共 50 条
  • [1] N-Substituted tetrahydro-1,3-oxazines and -oxazolidines. 2. Nitration of N-(ω-acylamino-β,β-dinitroalkyl)tetrahydro-1,3-oxazines and -oxazolidines
    Korepin, A. G.
    Galkin, P. V.
    Perepelkina, E. K.
    Glushakova, N. M.
    Eremenko, I. L.
    Eremenko, L. T.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2009, 58 (10) : 2103 - 2108
  • [2] N-SUBSTITUTED 1,3-OXAZOLIDINES AND N-SUBSTITUTED TETRAHYDRO-1,3-OXAZINES FROM N-NITROSO-1,3-OXAZOLIDINES AND N-NITROSOTETRAHYDRO-1,3-OXAZINES
    HEBENBROCK, KF
    EITER, K
    [J]. ANNALEN DER CHEMIE-JUSTUS LIEBIG, 1972, 765 (NOV): : 78 - 93
  • [3] N-Substituted tetrahydro-1,3-oxazines and oxazolidines. 1. A new version of the Mannich reaction involving amino alcohols
    A. G. Korepin
    P. V. Galkin
    N. M. Glushakova
    G. V. Lagodzinskaya
    M. V. Loginova
    V. P. Lodygina
    L. T. Eremenko
    [J]. Russian Chemical Bulletin, 2001, 50 : 104 - 109
  • [4] SYNTHESIS OF SUBSTITUTED TETRAHYDRO-1,3-OXAZINES
    BOIKO, IP
    KAZANTSE.YE
    MALINA, YF
    ZHUK, OI
    SAMITOV, YY
    UNKOVSKI.BV
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1973, (04): : 467 - 471
  • [5] N-Substituted tetrahydro-1,3-oxazines and oxazolidines -: 1.: A new version of the Mannich reaction involving amino alcohols
    Korepin, AG
    Galkin, PV
    Glushakova, NM
    Lagodzinskaya, GV
    Loginova, MV
    Lodygina, VP
    Eremenko, LT
    [J]. RUSSIAN CHEMICAL BULLETIN, 2001, 50 (01) : 104 - 109
  • [6] UNSATURATED AMINES .16. AN OXIDATIVE CYCLIZATION ROUTE TO OXAZOLIDINES AND TETRAHYDRO-1,3-OXAZINES
    LEONARD, NJ
    MUSKER, WK
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (19) : 5148 - 5155
  • [7] ELECTROPHILIC AROMATIC REACTIVITIES VIA RING-CHAIN TAUTOMERISM OF TETRAHYDRO-1,3-OXAZINES AND OXAZOLIDINES
    FULOP, F
    DAHLQVIST, M
    PIHLAJA, K
    [J]. MAGYAR KEMIAI FOLYOIRAT, 1992, 98 (05): : 190 - 192
  • [8] ELECTROPHILIC AROMATIC REACTIVITIES VIA RING CHAIN TAUTOMERISM OF TETRAHYDRO-1,3-OXAZINES AND 1,3-OXAZOLIDINES
    FULOP, F
    DAHLQVIST, M
    PIHLAJA, K
    [J]. ACTA CHEMICA SCANDINAVICA, 1991, 45 (03): : 273 - 275
  • [9] NMR SPECTRA AND CONFORMATIONS OF SOME TETRAHYDRO-1,3-OXAZINES
    ALLINGHAM, Y
    COOKSON, RC
    CRABB, TA
    VARY, S
    [J]. TETRAHEDRON, 1968, 24 (12) : 4625 - +
  • [10] Saturated heterocycle-condensed diphenylisoindolones: Fused-skeleton tetrahydro-1,3-oxazines, oxazolidines and imidazolidines
    Sohar, P
    Stajer, G
    Szabo, AE
    Bernath, G
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 1996, 382 (03) : 187 - 195