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公开(公告)号:EP0326329A2
公开(公告)日:1989-08-02
申请号:EP89300657.7
申请日:1989-01-25
申请人: DowElanco
IPC分类号: C07D239/94 , C07D409/06 , C07D239/88 , C07D239/74 , A01N43/54 , C07D409/12
CPC分类号: C07D405/06 , A01N43/54 , C07D239/74 , C07D239/88 , C07D239/94 , C07D239/95 , C07D409/06
摘要: Substituted quinazolines of the formula (1):
wherein:
R 1 to R 4 are independently H, halo, (Ci-C 4 ) alkyl, branched (C 3 -C 4 ) alkyl, halo (C 1 -C 4 ) alkyl, (Ci-C 4 ) alkoxy, N0 2 , or NH 2 , provided that
at least two of R 1 to R 4 are H;
Y is H, Cl, X-W-Ar, or O-Alk;
X is 0, NR 7 , or CR8 R 9;
Z is H, Cl, OCH 3 , CH 3 , or -NR 7- W-Ar, provided that Z can be -NR 7 -W-Ar only if Y is H, Cl, or NR 7 -W-Ar and Z must be -NR 7- W-Ar if Y is H or Cl;
R 7 is H, (C 1 -C 4 ) alkyl, or acetyl;
R 8 and R9 are independently H, (C 1 -C 4 ) alkyl, halo, or OH;
W is an alkylene chain 2 to 6 carbon atoms long, optionally including a carbocyclic ring or substituted with (C 1 -C 3 ) alkyl, phenyl, (C 3 -C 8 ) cycloalkyl, halo, hydroxy, or acetyl; and Ar is
imidazolyl;
indolyl;
thienyl, optionally substituted with CH 3 or Cl;
thiazolyl;
1,3-benzodioxolyl;
fluorenyl;
cyclohexyl (hexahydrophenyl),
cyclohexenyl (tetrahydrophenyl),
naphthyl,
dihydronaphthyl,
tetrahydronaphthyl,
decahydronaphthyl;
or a group of the formula (2):
where
R 10 to R 14 are independently H, halo, I, (C 1 -C 10 ) alkyl, branched (C 3 -C 6 ) alkyl, halo (C 1 -C 4 ) alkyl, (Ci-C 4 ) alkoxy, halo (C 1 -C 4 ) alkoxy, phenoxy, substituted phenoxy, phenyl, substituted phenyl, phenylthio, substituted phenylthio, NH 2 , N0 2 , OH, or CN, at least two R 1 to R 4 being H;
Alk is (C 2 -C 18 ) alkyl, straight chain or branched;
or an acid addition salt of a compound of formula (1) provided that:
if R 1 to R 4 are all H and Y is NR 7- W-Ar, then Ar is naphthyl or a group of formula (2) wherein at least one of R 10 to R 14 is phenyl, substituted phenyl, phenoxy, substituted phenoxy, phenylthio, substituted phenylthio, halo (C 1 -C 4 ) alkyl, or halo (C 1 -C 4 ) alkoxy are plant fungicides, miticides, and insecticides.摘要翻译: 式(1)的取代喹唑啉:其中:R 1至R 4独立地为H,卤素,(C 1 -C 4)烷基,支链(C 3 -C 4)烷基,卤代(C 1 -C 4) 烷基,(C 1 -C 4)烷氧基,NO 2或NH 2,条件是R 1至R 4中的至少两个为H; Y是H,Cl,X-W-Ar或O-Alk; X是O,NR 7或CR 8 R 9; Z是H,Cl,OCH 3,CH 3或-NR 7 -W-Ar,条件是只有当Y是H,Cl或NR 7 -W时,Z可以是-NR 7 -W-Ar 如果Y是H或Cl,-Ar和Z必须是-NR 7 -W-Ar; R 7是H,(C 1 -C 4)烷基或乙酰基; R 8和R 9独立地为H,(C 1 -C 4)烷基,卤素或OH; W是长度为2至6个碳原子的亚烷基链,任选地包括碳环或被(C 1 -C 3)烷基取代,苯基,(C 3 -C 8)环烷基,卤素,羟基或乙酰基; 和Ar是咪唑基; 吲哚基; 任选被CH 3或Cl取代的噻吩基; 噻唑基; 1,3-苯并二氧杂环戊; 芴; 环己基(六氢苯基),环己烯基(四氢苯基),萘基,二氢萘基,四氢萘基,十氢萘基; 或者式(2)的基团:其中R 1至O 1至R 4独立地为H,卤素,I,(C 1 -C 10)烷基,支链(C 3 -C 6) 烷基,卤代(C 1 -C 4)烷基,(C 1 -C 4)烷氧基,卤代(C 1 -C 4)烷氧基,苯氧基,取代的苯氧基,苯基,取代的苯基,苯硫基,取代的苯硫基,NH 2,NO 2,OH或CN 至少两个R 1至R 4为H; Alk是(C2-C18)烷基,直链或支链; 或式(1)化合物的酸加成盐,其条件是:如果R 1至R 4均为H且Y为NR 7 -W-Ar,则Ar为萘基或式 (2)其中R 1至O 4至4中的至少一个为苯基,取代的苯基,苯氧基,取代的苯氧基,苯硫基,取代的苯硫基,卤代(C 1 -C 4)烷基或卤代( C1-C4)烷氧基是植物杀真菌剂,杀螨剂和杀虫剂。
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公开(公告)号:EP0380264A2
公开(公告)日:1990-08-01
申请号:EP90300625.2
申请日:1990-01-22
申请人: DowElanco
发明人: Wright, Ian Glaisby
IPC分类号: C07D239/90 , C07D239/95 , C07D239/94 , C07D239/88
CPC分类号: C07D401/12 , C07D239/88 , C07D239/90 , C07D403/12 , C07D405/12 , C07D409/12 , C07D417/12 , C07F9/5463
摘要: A process for preparing nitrogen-containing heterocyclic compounds that are chloro or bromo substituted at a ring position adjacent to the ring nitrogen atom which comprises reacting a hydroxy-substituted starting material with the kinetic form of a triphenylphosphite-halogen complex.
摘要翻译: 一种制备在与环氮原子相邻的环位置上氯或溴取代的含氮杂环化合物的方法,其包括使羟基取代的原料与三苯基膦酸 - 卤素络合物的动力学形式反应。
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公开(公告)号:EP0380264A3
公开(公告)日:1991-02-06
申请号:EP90300625.2
申请日:1990-01-22
申请人: DowElanco
发明人: Wright, Ian Glaisby
IPC分类号: C07D239/90 , C07D239/95 , C07D239/94 , C07D239/88
CPC分类号: C07D401/12 , C07D239/88 , C07D239/90 , C07D403/12 , C07D405/12 , C07D409/12 , C07D417/12 , C07F9/5463
摘要: A process for preparing nitrogen-containing heterocyclic compounds that are chloro or bromo substituted at a ring position adjacent to the ring nitrogen atom which comprises reacting a hydroxy-substituted starting material with the kinetic form of a triphenylphosphite-halogen complex.
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公开(公告)号:EP0326329A3
公开(公告)日:1990-09-12
申请号:EP89300657.7
申请日:1989-01-25
申请人: DowElanco
IPC分类号: C07D239/94 , C07D409/06 , C07D239/88 , C07D239/74 , A01N43/54 , C07D409/12
CPC分类号: C07D405/06 , A01N43/54 , C07D239/74 , C07D239/88 , C07D239/94 , C07D239/95 , C07D409/06
摘要: Substituted quinazolines of the formula (1):
wherein:
R 1 to R 4 are independently H, halo, (Ci-C 4 ) alkyl, branched (C 3 -C 4 ) alkyl, halo (C 1 -C 4 ) alkyl, (Ci-C 4 ) alkoxy, N0 2 , or NH 2 , provided that at least two of R 1 to R 4 are H; Y is H, Cl, X-W-Ar, or O-Alk; X is 0, NR 7 , or CR8 R 9; Z is H, Cl, OCH 3 , CH 3 , or -NR 7- W-Ar, provided that Z can be -NR 7 -W-Ar only if Y is H, Cl, or NR 7 -W-Ar and Z must be -NR 7- W-Ar if Y is H or Cl; R 7 is H, (C 1 -C 4 ) alkyl, or acetyl; R 8 and R9 are independently H, (C 1 -C 4 ) alkyl, halo, or OH; W is an alkylene chain 2 to 6 carbon atoms long, optionally including a carbocyclic ring or substituted with (C 1 -C 3 ) alkyl, phenyl, (C 3 -C 8 ) cycloalkyl, halo, hydroxy, or acetyl; and Ar is imidazolyl; indolyl; thienyl, optionally substituted with CH 3 or Cl; thiazolyl; 1,3-benzodioxolyl; fluorenyl; cyclohexyl (hexahydrophenyl), cyclohexenyl (tetrahydrophenyl), naphthyl, dihydronaphthyl, tetrahydronaphthyl, decahydronaphthyl;
or a group of the formula (2): where
R 10 to R 14 are independently H, halo, I, (C 1 -C 10 ) alkyl, branched (C 3 -C 6 ) alkyl, halo (C 1 -C 4 ) alkyl, (Ci-C 4 ) alkoxy, halo (C 1 -C 4 ) alkoxy, phenoxy, substituted phenoxy, phenyl, substituted phenyl, phenylthio, substituted phenylthio, NH 2 , N0 2 , OH, or CN, at least two R 1 to R 4 being H; Alk is (C 2 -C 18 ) alkyl, straight chain or branched;
or an acid addition salt of a compound of formula (1) provided that:
if R 1 to R 4 are all H and Y is NR 7- W-Ar, then Ar is naphthyl or a group of formula (2) wherein at least one of R 10 to R 14 is phenyl, substituted phenyl, phenoxy, substituted phenoxy, phenylthio, substituted phenylthio, halo (C 1 -C 4 ) alkyl, or halo (C 1 -C 4 ) alkoxy are plant fungicides, miticides, and insecticides.
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