SYNTHETIC ROUTES TO AMINODINITROTOLUENES

被引:41
作者
NIELSEN, AT [1 ]
HENRY, RA [1 ]
NORRIS, WP [1 ]
ATKINS, RL [1 ]
MOORE, DW [1 ]
LEPIE, AH [1 ]
COON, CL [1 ]
SPANGGORD, RJ [1 ]
SON, DVH [1 ]
机构
[1] SRI INT,MENLO PK,CA 94025
关键词
D O I
10.1021/jo01328a037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthetic routes to the aminodinitrotoluenes have been investigated and several useful new methods developed. A procedure for selective hydrolysis of polynitro N-acyltoluidines permits facile separation of the nitration isomer mixtures. Products formed by reaction of ammonia with isomeric trinitrotoluenes, as well as those from reduction of 2, 4, 6-trinitrotoluene with hydrogen sulfide, have been separated and identified. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:2499 / 2504
页数:6
相关论文
共 60 条
  • [1] ANSCHUTZ R, 1915, CHEM BER, V48, P152
  • [2] BEILSTEIN F, 1880, CHEM BER, V13, P242
  • [3] CHANGING VIEWS ON MECHANISM OF BASE CATALYSIS IN NUCLEOPHILIC AROMATIC-SUBSTITUTION - KINETICS OF REACTIONS OF NITROARYL ETHERS WITH PIPERIDINE AND WITH NORMAL-BUTYLAMINE IN AQUEOUS DIOXANE
    BERNASCONI, CF
    ROSSI, RHD
    SCHMID, P
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (12) : 4090 - 4101
  • [4] HETEROCYCLIC REARRANGEMENTS .6. REARRANGEMENTS OF 4-ACYL- AND 4-IMINOAKYL-BENZOFUROXANS - NEW SYNTHESES OF ANTHRANIL AND IDAZOLE RING SYSTEMS
    BOULTON, AJ
    GHOSH, PB
    KATRITZK.AR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1966, (10): : 1011 - &
  • [5] The dinitrotoluidines.
    Brady, OL
    Day, JNE
    Rolt, WJW
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1922, 121 : 526 - 544
  • [6] The reduction of nitro-compounds in pyridine solution
    Brady, OL
    Day, JNE
    Reynolds, CV
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1929, : 2264 - 2266
  • [7] Brady OL, 1920, J CHEM SOC, V117, P1137, DOI 10.1039/ct9201701137
  • [8] Brady OL, 1920, J CHEM SOC, V117, P876, DOI 10.1039/ct9201700876
  • [9] BRAND K, 1916, CHEM BER, V49, P673
  • [10] CYANIDE ION COMPLEXES OF SOME AROMATIC NITRO COMPOUNDS
    BUNCEL, E
    NORRIS, AR
    PROUDLOC.W
    [J]. CANADIAN JOURNAL OF CHEMISTRY, 1968, 46 (16): : 2759 - &