N-(SUBSTITUTED-2-FLUOROPHENYL)-1,2,4-TRIAZOLO-[1,5-A]PYRIMIDINE-2-SULFONANILIDES AND N-(SUBSTITUTED-2-TRIFLUOROMETHYLPHENYL)-1,2,4-TRIAZOLO-[1,5-A]PYRIMIDINE-2-SULFONANILIDES - SYNTHESIS AND HERBICIDAL ACTIVITY

被引:0
|
作者
COSTALES, MJ [1 ]
KLESCHICK, WA [1 ]
GERWICK, BC [1 ]
机构
[1] DOWELANCO,RES LABS,DISCOVERY RES,GREENFIELD,IN 46140
来源
ACS SYMPOSIUM SERIES | 1992年 / 504卷
关键词
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of novel 2-fluoro and 2-trifluoromethyl-6-substituted anilines were prepared in a regiospecific manner and reacted with substituted 1,2,4-triazolo[1,5a]pyrimidine-2-sulfonyl chlorides to prepare the title compounds which were evaluated as potential herbicides. Heteroatom directed ortho-lithiation was used to prepare the key aniline intermediates. Details of the synthesis, biological properties and a brief discussion of the structure-activity relationship are presented.
引用
收藏
页码:26 / 33
页数:8
相关论文
共 50 条
  • [21] A convenient route to the 1,2,5-oxadiazole-substituted 1,2,4-triazolo[1,5-a]pyrimidine derivatives
    Prezent, Mikhail A.
    Baranin, Sergey, V
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2019, 55 (11) : 1131 - 1134
  • [22] REACTIONS OF AMINO-1,2,4-TRIAZOLO[1,5-A]-PYRIMIDINE AND HYDRAZINO-1,2,4-TRIAZOLO[1,5-A]-PYRIMIDINE DERIVATIVES WITH DMF DMA .8.
    HEMPEL, U
    LIPPMANN, E
    TENOR, E
    ZEITSCHRIFT FUR CHEMIE, 1990, 30 (09): : 320 - 321
  • [23] Synthesis and energetic properties of trifluoromethyl-substituted 2-nitro-[1,2,4]triazolo[1,5-a]pyrimidine derivatives
    Chinnam, Ajay Kumar
    Staples, Richard J.
    Shreeve, Jean'ne M.
    JOURNAL OF FLUORINE CHEMISTRY, 2021, 245
  • [24] AN UNEQUIVOCAL SYNTHESIS OF SOME SUBSTITUTED 1,2,4-TRIAZOLO[1,5-A]PYRIMIDINES
    STANOVNIK, B
    URLEB, U
    TISLER, M
    MONATSHEFTE FUR CHEMIE, 1987, 118 (05): : 601 - 606
  • [25] Synthesis and antimicrobial activity of certain new 1,2,4-triazolo[1,5-a]pyrimidine derivatives
    Yaser A. -H. Mostafa
    Mostafa A. Hussein
    Awwad A. Radwan
    Abd El-Hamid N. Kfafy
    Archives of Pharmacal Research, 2008, 31
  • [26] The molecular structures of copper(II) chloroacetate complexes with 5,7-dimethyl-1,2,4-triazolo-[1,5-α]-pyrimidine and 5,7-diphenyl-1,2,4-triazolo-[1,5-α]-pyrimidine
    Grodzicki, A
    Szlyk, E
    Wojtczak, A
    Wrzeszcz, G
    Pazderski, L
    Muziol, T
    POLYHEDRON, 1999, 18 (3-4) : 519 - 527
  • [27] Metal complexes of [1,2,4]triazolo-[1,5-a]pyrimidine derivatives
    Salas, JM
    Romero, MA
    Sánchez, MP
    Quirós, M
    COORDINATION CHEMISTRY REVIEWS, 1999, 193-5 : 1119 - 1142
  • [28] Ultrasound irradiation promotes the synthesis of new 1,2,4-triazolo [1,5-a]pyrimidine
    Frizzo, Clarissa P.
    Scapin, Elisandra
    Marzari, Mara R. B.
    Muenchen, Taiana S.
    Zanatta, Nilo
    Bonacorso, Helio G.
    Buriol, Lilian
    Martins, Marcos A. P.
    ULTRASONICS SONOCHEMISTRY, 2014, 21 (03) : 958 - 962
  • [29] Synthesis of [1,2,4]triazolo[1,5-a]quinazolines from 7-methyl-5-phenyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine
    Sidorenko, Dmitrii Yu.
    Orlov, Valerii D.
    MENDELEEV COMMUNICATIONS, 2010, 20 (03) : 170 - 171
  • [30] SYNTHESIS OF 1,2,4-TRIAZOLO[1,5-A]PYRIMIDINE-5-CARBALDEHYDES AND DERIVATIVES
    LIPPMANN, E
    BECKER, V
    ZEITSCHRIFT FUR CHEMIE, 1974, 14 (09): : 357 - 358