CN1095549A - 除草磺酰胺组合物及其制法和应用 - Google Patents

除草磺酰胺组合物及其制法和应用 Download PDF

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CN1095549A
CN1095549A CN 94103847 CN94103847A CN1095549A CN 1095549 A CN1095549 A CN 1095549A CN 94103847 CN94103847 CN 94103847 CN 94103847 A CN94103847 A CN 94103847A CN 1095549 A CN1095549 A CN 1095549A
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乔治·莱维特
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EIDP Inc
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EI Du Pont de Nemours and Co
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Abstract

本发明涉及一种四唑取代的磺酰胺的制备方法, 此种四唑取代的磺酰胺用于控制不想要的植物生长 的组合物中,此种组合物含有所述四唑取代的磺酰胺 作为一种活性成分,用以控制不想要的植物在有作物 存在或无作物存在的地区的生长。

Description

本发明涉及用作农业化学品,如生长调节剂和除草剂的四唑取代苯磺酰胺。
欧洲专利申请(EP-A)No.83,975(1983年7月20日公开)公开的除草苯磺酰胺的结构式为
Figure 941038475_IMG9
式中:
Q选自各种不同的五元或六元的芳环或部分不饱和的含2个或3个选自O、S或NR的杂原子的杂环。
欧洲专利申请(EP-A)No.85,476(1983年8月10日公开)公开的除草苯磺酰胺的结构式为
Figure 941038475_IMG10
式中:
Q选自不同的五元芳杂环,及其二氢或四氢类似物,其中含有一个选自O、S或NR的杂原子,或者Q是含有选自O或S的一个杂原子的饱和或部份不饱和的六元环。
Q1是含1~3个N原子的六元芳杂环。
南非专利申请83/8416(1984年5月12日公开)公开的除草苯磺酰胺的结构式为
Figure 941038475_IMG11
式中:
A是通过碳原子连接的含1,2或3个杂原子的不饱和或仅部分饱和的五元或六元杂环体系。
欧洲专利申请116,518(瑞士1983年2月4日取得优先权,1984年8月22日公开)公开的除草磺酰胺的结构式为
Figure 941038475_IMG12
式中:
X是NR6R7、N(SO2R92、或
A是CO、SO2、CONR23或CO2;
B是C1~C4的烷基或C2~C4烯基;
C是CO、CR21R22或SO2
U.S.4,475,944公开的除草氨基磺酸酯,含有一个邻 位杂环,它们的结构式为
Figure 941038475_IMG14
式中:
W是O、S或NR1
不希望有的植物的存在,使有用的作物受到显著损害,特别是满足人类基本食品需要的农产品,如:玉米、大豆、小麦等等。随着当代人口激增而产生的世界食品缺乏,需要提高生产这些作物的效率。用杀死或抑制不希望有的植物的生长来防止或减少有价值的作物的部分损失,是提高其效率的一种方法。
有很多种物质可用来杀死或抑制(控制)不希望有的植物的生长。这样的物质通常称为除草剂。但是需要有能破坏或阻止杂草而对有用的作物没有明显损害的更有效的除草剂。
本发明涉及新型的式Ⅰ化合物,含有这些化合物的适用于农业的制品,及其作为杂草出现前或出现后的除草剂,或者作为植物生长调节剂的使用方法,以及该化合物的适于农用的盐类,
Figure 941038475_IMG15
式中:
J是;
Figure 941038475_IMG16
W是O或S;
G是O、S、SO或SO2;
m是0或1;
n是0、1或2;
R是H或CH3;
E是单键、CH2或O;
Q是
Figure 941038475_IMG17
R1是H、C1-C3烷基、C1-C3卤烷基、卤素、硝基、C1-C3烷氧基、SO2NRaRb、C1-C3烷硫基、C1-C3烷亚磺酰基、C1-C3烷磺酰基、CN、CO2Rc、C1-C3卤代烷氧基、C1-C3卤代烷硫基、氨基、C1-C3烷氨基、二(C1-C3烷基)氨基或被C1-C2烷氧基、C1-C2卤代烷氧基、C1-C2烷硫基、C1-C2卤代烷硫基或CN取代的C1-C2烷基;
R2是H、C1-C3烷基、烯丙基或苯基;
R3是H、C1-C6烷基、C3-C6环烷基、C1-C6卤代烷基、CH2-(C2-C5烯基)、CH2(C2-C5卤代烯基)、CH2(C2-C5炔基)、CH2(C2-C5卤代炔基)、C6H5或被C1-C2烷氧基、C1-C2烷硫基、C1-C2烷亚磺酰基或C1-C2烷磺酰基取代的C1-C4烷基;
R4是H、卤素、C1-C6烷基、C3-C6环烷基、C1-C6卤代烷基、C2-C6烯基、C2-C6卤代烯基、C2-C6 炔基、C3-C6卤代炔基、C6H5、C1-C4烷氧基、C1-C4烷硫基、C1-C4烷亚磺酰基、C1-C4烷磺酰基、OCH2CH2O-(C1-C2烷基)或二(C1-C3烷基)氨基;
R5是H、C1-C3烷基或烯丙基;
Ra是H、C1-C4烷基、C2-C3氰烷基、甲氧基或乙氧基;
Rb是H、C1-C4烷基或C3-C4烯基;或
Ra和Rb可合起来表示-(CH23-、-(CH24-、-(CH25-或-CH2CH2OCH2CH2-;
Rc是C1-C4烷基、C3-C4烯基、C3-C4炔基、C2-C4卤代烷基、C1-C2氰烷基、C5-C6环烷基、C4-C7环烷基烷基或C2-C4烷氧基烷基;
Figure 941038475_IMG18
Figure 941038475_IMG19
X是H、C1~C4烷基、C1~C4烷氧基、C1~C4卤代烷氧基、C1~C4卤代烷基、C1~C4卤代烷硫基、C1~C4烷硫基、卤素、C2~C5烷氧基烷基、C2~C5烷氧基烷氧基、氨基、C1~C3烷氨基、二(C1~C3烷基)氨基或C3~C5环烷基;
Y是H、C1~C4烷基、C1~C4烷氧基、C1~C4卤代烷氧基、C1~C4卤代烷硫基、C1~C4烷硫基、C2~C5烷氧基烷基、C2~C5烷氧基烷氧基、氨基、C1~C3烷氨基、二(C1~C3烷基)氨基、C3~C4烯氧基、C3~C4炔氧基、C2~C5烷硫基烷基、C2~C5烷亚磺酰基烷基、C2~C5烷磺酰基烷基、C1~C4卤代烷基、C2~C4炔基、叠氮基、氰基、
Figure 941038475_IMG20
Figure 941038475_IMG21
或-N(OCH3)CH3;
P是2或3;
L1和L2任意为O或S;
R6是H或CH2.
R7和R8任意为C1~C3烷基;
Z是CH、N、CCH3、CC2H5、CCl、或CBr;
Y1是O或CH2;
X1是CH3、OCH3、OC2H5或OCF2H;
X2是CH3、C2H5或CH2CF3;
Y2是OCH3、OC2H5、SCH3、SC2H5、CH3或CH2CH3;
X3是CH3或OCH3;
Y3是H或CH3;
X4是CH3、OCH3、OC2H5、CH2OCH3或Cl;
Y4是CH3、OCH3、OC2H5或Cl;
Z1是CH或N;
条件是
a)当X是Cl、F、Br或I时,则Z是CH和Y是OCH3、OC2H5、N(OCH3)CH3、NHCH3、N(CH32或OCF2H;
b)当X或Y是C1卤代烷氧基时,Z是CH;
c)当J是J-2、J-3或J-4时,取代基Gm(CH2nQ或(CH2nQ和磺酰脲桥处在环的相邻位置上;
d)当J是J-4和n是O时,Q是Q-1或Q-2;
e)当E是O时,J是J-1;
f)当W是S时,A是A-1,R是H和Y是CH3、OCH3、OC2H5、CH2OCH3、C2H5、CF3、SCH3、OCH2CH=CH2、OCH2C≡CH、OCH2CH2-OCH3、CH(OCH32
Figure 941038475_IMG22
g)当X和Y中的碳原子总数大于4时,每个R1、R3、R4和R5的碳数必须都低于或等于2;
h)X4和Y4不能同时都是Cl;
i)当J是J-1和m是O时,则n是O;
j)当n是O和m是1时,则Q是Q-1或Q-2。
在上述限定中,术语“烷基”,独立使用时,或在复合词中,例如:“烷硫基”或“卤烷基”,都代表直链或支链烷基,如:甲基、乙基、正丙基、异丙基或各种丁基、戊基或己基异构体。
烷氧基代表甲氧基、乙氧基、正丙氧基、异丙氧基和各种丁基异构体。
烯基代表直链或支链烯基。如:乙烯基、1-丙烯基、2-丙烯基、3-丙烯基和各种丁烯基、戊烯基或己烯基异构体。
炔基代表直链或支链的炔基,如:乙炔基、1-丙炔基、2-丙炔基和各种丁炔基、戊炔基和己炔基的异构体。
烷磺酰基代表甲磺酰基、乙磺酰基或丙磺酰基不同的异构体。
烷硫基、烷亚磺酰基、烷氨基等也用类似的方法规定。
环烷基代表环丙基、环丁基、环戊基和环己基。
术语“卤素”,作为独立词或复合词例如“卤烷基”使用,代表氟、氯、溴或碘。
在如C2~C3烷硫基烷基术语中,指定的碳原子数是指取代基团中碳原子的总数。例如:C2~C3烷硫基烷基,表示CH2SCH3、 CH2SC2H5、CH2CH2SCH3或CH(CH3)SCH3,而C2~C5烷氧基烷氧基,代表OCH2OCH3至O(CH24OCH3或OCH2O(CH23CH3及其中包括的各种结构异构体。
为了易于合成和有较高的除草效力,优先选用:
1)式Ⅰ化合物,式中的E是单键。
2)式Ⅰ化合物,式中的E是CH2
3)式Ⅰ化合物,式中的E是O。
4)第1)条优选的化合物,其中
m是0;
W是O;
R是H。
5)第4)条优选的化合物,式中
X是C1~C2烷基、C1~C2烷氧基、Cl、F、Br、I、OCF2H、CH2F、CF3、OCH2CH2F、OCH2CHF2、OCH2CF3、CH2Cl或CH2Br;
Y是H、C1~C2烷基、C1~C2烷氧基、CH2OCH3、CH2OCH2CH3、NHCH3、N(OCH3)CH3、N(CH32、CF3、SCH3、OCH2CH=CH2、OCH2C≡CH、OCH2CH2OCH3、CH2SCH3
Figure 941038475_IMG23
Figure 941038475_IMG24
,OCF2H、SCF2H、环丙基、C≡CH或C≡CCH3
6)第5)条优选的化合物,式中:R1是H、CH3、F、Cl、Br、OCH3、SCH3、CH2CN、CH2OCH3、CF3或OCF2H;和n是O。
7)第6)条优选的化合物,式中
R3是H、C1~C3烷基、CH2CH2Cl、CH2CH2F、CH2CHF2、CH2CF3、烯丙基或炔丙基;
R4是H、C1~C3烷基、C1~C2烷氧基、C1~C2烷硫基、N(CH32、烯丙基、炔丙基或被1~3个F、Cl或Br原子取代的C1~C2烷基。
8)第7)条优选的化合物,式中
A是A-1;
Z是CH或N;
X是CH3、OCH3、OCH2CH3、环丙基、Cl或OCF2H;
Y是CH3、OCH3、C2H5、CH2OCH3、NHCH3或CH(OCH32
9)第8)条优选的化合物,式中
J是J-1。
10)第9)条优选的化合物,式中
R3和R4任意为H、CH3或C2H5
11)第8)条优选的化合物,式中
J是J-2;
R1是H。
12)第8)条优选的化合物,式中
J是J-3;
R1是H。
13)第8)条优选的化合物,式中
J是J-4;
R1是H。
14)第8)条优选的化合物,式中
J是J-5;
R1是H。
15)第8)条优选的化合物,式中
J是J-6;
R1是H。
16)第9)条优选的化合物,式中
Q是Q-1和R1是在5-或6-位。
17)第9)条优选的化合物,式中
Q是Q-2和R1是在5-或6-位。
18)第9)条优选的化合物,式中
Q是Q-3和R1是在5-或6-位。
19)第9)条优选的化合物,式中
Q是Q-4和R1是在5-或6-位。
20)第9)条优选的化合物,式中
Q是Q-5和R1是在5-或6-位。
21)第9)条优选的化合物,式中
Q是Q-6和R1是在5-或6-位。
22)第9)条优选的化合物,式中
Q是Q-7和R1是在5-或6-位。
23)第2)条优选的化合物,式中
m是0;
n是O;
J是J-1;
W是O;
R是H;
R1是H;
R3是H或C1~C3烷基;
R4是H或C1~C3烷基;
A是A-1;
Z是CH或N;
X是CH3、OCH3、OCH2CH3、环丙基、Cl或OCF2H;
Y是CH3、OCH3、C2H5、CH2OCH3、NHCH3或CH(OCH32
24)第3)条优选的化合物,式中
m是0;
R是H;
R1是H;
R3是H或C1~C3烷基;
R4是H或C1~C3烷基;
A是A-1;
Z是CH或N;
X是CH3、OCH3、OCH2CH3、环丙基、Cl或OCF2H;
Y是CH3、OCH3、C2H5、CH2OCH3、NHCH3或CH(OCH32
为了最容易合成和/或最高的除草效力,特别优先选择的是:
N-〔(4-氯-6-甲氧基-2-嘧啶基)氨基羰基〕-2-(1-乙基-1H-5-四唑基)苯磺酰胺,熔点223~225℃;
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-乙基-1H-5-四唑基)苯磺酰胺,熔点214~217℃;
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-甲基-6-(1-甲基-1H-5-四唑基)苯磺酰胺,熔点178~180℃;
N-〔(4-甲氧基-6-甲基-2-嘧啶基)氨基羰基〕-2-甲基-6-(1-甲基-1H-5-四唑基)苯磺酰胺,熔点180~183℃;
N-〔(4,6-二甲基-2-嘧啶基)氨基羰基〕-2-甲基-6-(1-甲基-1H-5-四唑基)苯磺酰胺,熔点213~215℃;
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(5-甲基-1H-1-四唑基)苯磺酰胺,熔点213~216℃;
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺,熔点214~222℃;
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺,熔点207~210℃;
N-〔(4,6-二甲基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺,熔点224~226℃;
N-〔(4-甲氧基-6-甲基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺,熔点222~224℃;
N-〔(4-氯-6-甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰基,熔点225~227℃。
合成
式Ⅰ化合物可用下述方程式1和2所表示的一种或两种方法合成。
方程式1说明式Ⅱ表示的异氰酸磺酰酯和异硫氰酸磺酰酯与适当的式Ⅲ杂环胺反应得到需要的式Ⅰ表示的磺酰脲和磺酰硫脲。
方程式1
Figure 941038475_IMG25
式中:
J、W、R和A如前述规定。
方程式1的反应,最好是在惰性的非质子传递溶剂中,如:二氯甲烷、四氢呋喃或乙腈,在温度为0°~82℃之间进行。可用催化量的1,4-二氮杂二环〔2,2,2〕辛烷(DABCO
Figure 941038475_IMG26
)来加速反应。在产物不溶解于反应溶剂的情况下,可以用简单的过滤方法分离之。当产物溶解于反应溶剂时,可用蒸发溶剂,和使残余物与溶剂如1-氯丁烷、二乙醚或醋酸乙酯一起研磨并过滤的方法来分离。
式Ⅰ化合物可用如下所示方程式2的方法,在等摩尔量的叔胺碱,如1,8-二氮杂二环〔5,4,0〕-7-十一烯(DBU)存在下,用磺酰胺Ⅳ与式Ⅴ表示的适当的氨基甲酸苯酯或硫代氨基甲酸苯酯反应来制备,
方程式2
Figure 941038475_IMG27
式中:
J、R、W和A如前述规定。
如欧洲专利申请No.70,804(1983年1月26日公开)中说明的,方程式2表示的反应,最好在25℃,二噁烷或乙腈溶剂中,在惰性气氛中反应1~2小时。需要的式Ⅰ产物可方便地用盐酸水溶液使反应溶液酸化来分离。另外,水溶液层可用溶剂如二氯甲烷或醋酸乙酯萃取,干燥并蒸发溶剂,得到需要的产物。
式Ⅴ氨基甲酸苯酯和硫代氨基甲酸苯酯可用在南非专利申请82/5671和南非专利申请82/5045中说明的方法或内行人已知的改进型的上述方法来制备。
为了明智地选择制备式Ⅰ化合物的方法,必需考虑包含在J值(J1~J6)中的取代基,即Q和R1的性质以及它们与方程式1和2的反应条件之间的化学相容性。
式Ⅱ异氰酸磺酰酯可如方程式3进行,在异氰酸正丁酯和催化量的1,4-二氮杂二环〔2,2,2〕辛烷(DABCO)存在下,用具有通式Ⅳ的磺酰胺与光气反应来制备。
方程式3
Figure 941038475_IMG28
式中:
J如前述规定,但须E不是氧。
方程式3表示的反应,最好按照美国专利4,238,621中说明的方法来进行。
另外,异氰酸磺酰酯Ⅱ可通过方程式4表示的方法,先制出式Ⅵ产物正丁脲,再进行光气化作用来制备,
方程式4Ⅳ
Figure 941038475_IMG29
式中:
J如前述规定,但须E不是氧。
制备式Ⅵ化合物很方便,可在适合的溶剂中,如丙酮或丁酮,在25°~80℃的条件下,搅拌适当的磺酰胺Ⅳ、无水碳酸钾和异氰酸正丁酯的混合物,直到全部异氰酸酯反应完为止。产物在稀酸水溶液中骤冷析出,不溶的固体进行重结晶。正丁脲Ⅵ与光气和催化量的DABCO在二甲苯或氯苯中回流,用类似于方程式3引用的参考文献中说明的方法来处理。
另一方面,用亚硫酰氯处理式Ⅳ磺酰胺,得到中间产物N-亚硫酰基磺酰胺Ⅶ,在有催化量的吡啶存在下,受到光气的作用,得到异氰酸磺酰酯Ⅱ(式中W为O)。
方程式5Ⅳ
Figure 941038475_IMG30
方程式5的反应按照H、Ulrich,B.Tucker和A.Sayigh,J.Org.Chem.,34卷,3200页(1969)中的方法可以很好的完成。
异硫氰酸磺酰酯Ⅱ(式中W为S)在技术上说是已知物,可由相应的磺酰胺(Ⅳ)与二硫化碳及氢氧化钾反应,继之将所得到的二钾盐与光气作用来制备。此方法在Arch.Pharm.299卷,174页(1966)中已有说明。
为了明智地选择制备式Ⅱ化合物的方法,必须考虑包含在J值(J1~J6)中的取代基即Q与R1的性质以及它们与方程式3~5中反应条件之间的化学相容性。
需要的式Ⅳ磺酰胺可用下述一种或多种方法来合成。
方程式6描述式Ⅷ磺酰氯与氨反应来得到式Ⅳa磺酰胺。
方程式6
式中:
J如前述规定,但须E不是氧。
方程式6的氨化可在-30°至25℃的温度下,在以二乙醚、二氯甲烷或四氢呋喃为溶剂的磺酰氯Ⅷ的溶液中至少加入2摩尔当量无水氨或浓氢氧化铵来完成。式Ⅳa磺酰胺可用过滤法分离,此时付产物氯化铵用水洗除去,或用有机溶剂如二氯甲烷萃取分离。干燥并蒸发溶剂得到磺酰胺Ⅳa,此磺酰胺一般足够纯,可直接进行下一步反应。
式Ⅷ磺酰氯可用下列方程式7、8和9中表示的一种或多种方法来制备。
如方程式7所示一种适当取代的式ⅨN-芳基羟胺的反应,及随后在氯化铜或氯化亚铜存在下,被二氧化硫置换,得到需要的式Ⅷ磺酰氯。
方程式7
Figure 941038475_IMG31
方程式7的反应可通过将适当的芳基羟胺与含水浓盐酸和醋酸混合,并在-10°至10℃的条件下加亚硝酸钠水溶液来进行,搅拌10分至2小时后,在-5至20℃下,把反应混合物加到醋酸、催化量的氯化亚铜或氯化铜和过量二氧化硫的混合物中。搅拌0.5至24小时后,混合物用冷水稀释,产物用溶剂如二氯甲烷或二乙醚萃取。
如此得到的磺酰氯溶液可按方程式6的方法处理来制备需要的磺酰胺Ⅳa。
如方程式8所示,适当取代的胺衍生物Ⅹ进行重氮化,然后在氯化铜或氯化亚铜存在下,与二氧化硫反应,得到需要的式Ⅷ产物。
方程式8
方程式8的反应,可以用类似于欧洲专利申请EP-A83,975和85,476号(1983年8月10日公开)中说明的方法来完成。方程式8中,有取代基的胺X在-5°至5℃下,在浓盐酸中用亚硝酸钠水溶液处理。在约0℃下,搅拌10分至1小时之后,把溶液在约10℃下加到过量二氧化硫和催化量的氯化铜或氯化亚铜的醋酸混合溶液中。在10°至25℃条件下,搅拌0.25至24小时后,溶液倾入大大过量的冰水中。磺酰氯Ⅷ可以用过滤,或用溶剂如二氯甲烷或乙醚萃取,然后干燥和蒸发溶剂进行分离。
制备磺酰氯也可按下述方程式9用金属卤素交换法或者将适当取代的芳基或杂环底物Ⅺ直接锂化,并用硫酰氯吸收。
方程式9
式中:
J如前述规定,只要R1不是CO2Rc、C1~C3卤代烷基、Br、硝基、C1~C3烷基磺酰基或CN。
方程式10中的锂化作用可以按照J.Chem.Soc.(C), 1265(1968)中S.H.Bhattacharya等提出的方法或1979年纽约Wiley出版的Organic        Reactions第26卷中H.Gschwind和H.Rodriguez综述的方法,以及其中引用的资料来完成。
式Ⅷ化合物可以通过方程式10中式Ⅻ适当的硫醚或硫醇的氧氯化作用来制备。
方程式10
式中:
J如前述规定,R15为H、C2~C4烷基或苄基,R1不是C1~C3烷硫基或烷基亚磺酰基。
方程式10的反应,可以在0~30℃,至少有2.5当量的水和至少3.0当量的氯存在的条件下,处理溶于溶剂如醋酸中的硫醚Ⅻ溶液0.25至5小时来完成。反应混合物倾入冰水中,产物用适当的溶剂如二氯甲烷萃取分离,干燥,蒸发溶剂,得到的产物足够纯,可直接用于进行下一步反应。
式Ⅷb芳甲磺酰氯可以用方程式11中概括的简单的两步反应过程从式ⅩⅢ适当取代的苄基氯或苄基溴来制备。
方程式11
式中:
J′CH2同J-1至J-6的规定,其中E为CH2;
R1和Q如前述规定,除了R1不是C1~C3烷硫基或C1~C3烷基亚磺酰基;
M为Cl或Br。
式Ⅷ烷基卤化合物可以用J.Am.Chem.Soc.,58卷,1348页(1936);59卷,1837页和2439页(1937);61卷,176页(1939)中T.B.Johnson和J.M.Sprague说明的过程转化为式ⅪⅤ异硫脲鎓盐。氧氯化如式ⅩⅣ的异硫脲鎓盐得到式Ⅷb磺酰氯,最好按照J.Am.Chem.Soc.,61卷,2548页(1939)中说明的Johnson的方法来进行。
必要的取代的四唑中间体,可以根据在四唑环上进行取代的J(J-1至J-6)体系中芳环的性质和存在于J(J-1到J-6)中的其它取代基的性质,用不同的方法来制备。这些中间体可以由内行人用下面的有关四唑化学的综述中有关的方法来制备:F.R.Ben-son,“Heterocyclic        Compounds”(R.C.Elderfield 编)8,1~104,纽约,John        Wiley        and        Sons(1967)出版;R.N.Butler“Advances        in        Heterocyclic        Chem.”,21,323~436,Academic        Press(1977);R.N.Butler“Comprehesive        Heterocyclic        Chem.”(K.T.Potts编),5,791~838,Pergamon        Press(1984)和F.R.Benson,“High        Nitrogen        Compouhds”,纽约,John        Wiley        and        Sons(1983)。
上述方程式1中的式Ⅲ杂环胺可以用文献中已知的方法或由内行将其方法简单的改进来制备。例如:用欧洲专利申请EP-ANo.84,224(1983年7月27日公开)和W.Braker等在J.Am.Chem.Soc.,69,3072(1947)中所述方法,制备被缩醛基如:二烷氧基甲基或1,3-二氧-2-戊环基以及其它基团取代的氨基吡啶和三嗪。又例如:南非专利申请Nos.82/5045和82/5671所述方法制备被卤代烷基或卤代烷硫基,如:OCH2CH2F、OCH2CF3、SCF2H或OCF2H以及其它基团取代的氨基嘧啶和三嗪。南非专利申请No.83/7434(1983年10月5日公开)说明的合成被烷基、卤烷基、烷氧基、卤代烷氧基、烷氨基、二烷氨基或烷氧基烷基取代的环丙基嘧啶和三嗪的方法。
5,6-二氢呋喃并〔2,3-d〕嘧啶-2-胺,环戊=烯并[d]嘧啶-2-胺(Ⅲ,A是A-2)和6,7-二氢-5H-吡喃并〔2,3-d〕嘧啶-2-胺(Ⅲ,A是A-3),可按欧洲专利申请EP-A        No.15,683所述方法制备。呋喃并〔2,3-d〕嘧啶-2-胺(Ⅲ,A是A-4)按欧洲专利申请EP-A        No.46,677所述方法制备。
欧洲专利申请EP-A-73,562中说明A为A-5的式Ⅲ化合物。欧洲专利申请EP-A-94,260中说明A为A-6的式Ⅲ化合物。
此外,制备氨基嘧啶和三嗪的一般方法在下列出版物中已有综述:
.“The        Chemistry        of        Heterocyclic        Compounds”,纽约和伦敦的Interscience        Publishers,Inc.,出版的丛书;
.“Pyrimidines”,同一丛书第16券,D.J.Brown著。
.“S-Triazines        and        Derivatives”,同一丛书第13卷,E.M.Smolin和L.Rappoport著。
.F.C.Schaefer,美国专利3,154,547和K.R.Huffman与F.C.Schaefer,J.Org.Chem.,28,1812(1963)说明三嗪的合成。
适于农用的式Ⅰ化合物的盐类,也用作除草剂,可以用很多已知的技术来制备。例如:金属盐可以用式Ⅰ化合物与具有足够碱性的阴离子的碱金属或碱土金属盐(例如:氢氧化物、醇盐或碳酸盐)的溶液制得。季铵盐也可以用同样的技术制得。
式Ⅰ化合物的盐也可以用一种阳离子和另一种阳离子交换的方法制备。阳离子的交换可以用式Ⅰ化合物的盐(例如:碱或季铵盐)的水溶液与含有被交换阳离子的溶液直接接触来制得。当所需要的含有交换阳离子的盐不溶于水,并可以过滤分离时,这种方法最为有效。
交换也可以用式Ⅰ化合物的盐(例如碱金属或季铵盐)的水溶液,通过含有用以与初始盐进行离子交换的阳离子交换树脂填充柱来完成,需要的产物从柱子洗提出来。当需要的盐是水溶性的,例如,钾盐、钠盐或钙盐时,此方法特别有用。
本发明有用的酸加成盐,可由式Ⅰ化合物与适当的酸(例如:对甲苯磺酸、三氯乙酸等)作用来制得。
本发明的化合物的制备,用下述具体实施例进一步加以说明。
实施例1
1-(2-氯磺酰苯基)-5-甲基-1H-四唑
将10毫升含有2.3克亚硝酸钠的水溶液,在0~5℃下,加到含有5克1-(2-羟氨基苯基)-5-甲基-1H-四唑的12毫升37%盐酸和5毫升乙酸的混合溶液中。反应物溶液在-5°至5℃条件下,搅拌1小时,然后在低于5℃并搅拌的条件下,分批加到含有25毫升乙酸、0.5克氯化铜和5毫升液化的二氧化硫的混合物中。搅拌2小时,此时混合液可升到室温,将溶液倾入150毫升冰水中,用150毫升二氯甲烷萃取二次。二氯甲烷溶液每次用100毫升水洗三次,再用100毫升饱和碳酸氢钠水溶液洗二次,然后用100毫升饱和氯化钠水溶液和100毫升水各洗一次。二氯甲烷溶液用无水硫酸镁干燥,过滤,得到含有需要的磺酰氯的溶液。此溶液不作进一步处理,用于制备例2的磺酰胺。
实施例2
1-(2-氨基磺酰苯基)-5-甲基-1H-四唑
将25毫升28%的氢氧化铵加到从例1得到的二氯甲烷溶液中,混合物搅拌2小时,在真空中浓缩得到油和固体的混合物。过滤分离固体并用水洗,得到2.2克需要的产物,该产物在141°~148℃熔化。红外吸收峰值3260和3360厘米-1,与产物中的NH2一致,以及1160和1350厘米-1,与所需产物的SO2一致。 C8H9N5O2S的元素分析计算值:C,40.15;H,3.79;N,29.26;S,13.39。实测值:C,40.43;H,3.84;N,29.61;S,13.04。
实施例3
5-(2-氯磺酰苯基)-2-甲基-2H-四唑和
5-(2-氯磺酰苯基)-1-甲基-1H-四唑
将10毫升含有2.3克亚硝酸钠的水溶液,在-5°至5℃搅拌的条件下,加到5克5-(2-羟氨基苯基)-2-甲基-2H-四唑和5-(2-羟氨基苯基)-1-甲基-1H-四唑溶于12毫升37%盐酸和5毫升醋酸的混合物中。一小时后,该溶液在0~5℃条件下,分批加到含有25毫升醋酸、0.5克氯化铜和5毫升液化二氧化硫的混合液中。加完后移去冷浴,反应混合物可升温到31℃,随后再加上冷却浴并继续搅拌,直到加完后2.5小时,再将混合物倾入冰中,并按实施例1说明的过程处理,只是所要的二氯甲烷溶液在真空中浓缩得到一种固化油。该产物(3.28克)是需要的磺酰氯的混合物,具有足够的纯度,可用于制备实施例4的磺酰胺。
实施例4
5-(2-氨磺酰苯基)-2-甲基-2H-四唑和
5-(2-氨磺酰苯基)-1-甲基-1H-四唑
将例3得到的固体产物溶于50毫升四氢呋喃中,并分批加到20毫升28%氢氧化铵中。混合物搅拌1小时后,在真空中浓缩。将水加到残余物中,过滤混合物,并用少量冷水洗固体物,得到1.3克异构体的混合物。红外吸收谱表明:峰值3260和3360厘米-1与NH2一致,和1160与1330厘米-1与需要的产物的 SO2基团一致。C8H9N5O2S的元素分析计算值:C,40.15;H,3.79;N,29.26;S,13.39。实测值:C,40.49;H,3.86;N,29.99;S,13.75。
实施例5
5-(2-氨磺酰苯基)-1-甲基-1H-四唑
在-10℃的条件下,向含有4.4克5-(2-乙硫基苯基)-1-甲基-1H-四唑的40毫升丙酸和1.08克水中,缓缓滴加5.2毫升液氯(1.367克/毫升)。加完后使混合物升到室温,然后倾到约100克冰中。产物磺酰氯用二氯甲烷萃取,水洗,二氯甲烷溶液加到45毫升浓氢氧化铵中,同时,用冰浴冷却,保持反应温度在25℃以下。蒸发二氯甲烷得到固体产物,产物用过滤法从残余物水液中分离并用水洗。产物3.72克,在176~179℃熔化,红外吸收光谱表明:峰值3210和3300厘米-1,和需要的磺酰胺一致。
实施例6
5-(2-氨磺酰基-4-甲基苯基)-1-甲基-1H-四唑
向冷却到-10℃的4.68克5-(4-甲基-2-丙硫基苯基)-1-甲基-1H-四唑、40毫升丙酸和1.08克水的混合物中,滴加5.2毫升(液化的)氯,同时,保持反应温度在-10°至0℃,半小时后,使反应混合物升到室温,搅拌1小时。然后倾入200毫升的冰水中,用二氯甲烷萃取。在10℃条件下,二氯甲烷溶液加到45毫升浓氢氧化铵中,搅拌过夜。混合物在真空中浓缩为油状残余物,该残余物溶解在100毫升二氯甲烷中,用100毫升水洗三次,再用100毫升饱和氢氧化钠溶液洗。然后二氯甲烷溶液用硫酸镁干燥,过滤,蒸发滤液,得到4.1克需要的产物,在161~171℃熔化。
NMR(CDCl3):δ2.56(S,CH3苯基上的);
3.99(S,CH3四唑上的);
5.6(S,W,NH2);
7.3~8.1(m,3CH,苯基上的)。
实施例7
5-(2-氨磺酰基-3-甲基苯基)-1-甲基-1H-四唑
在0℃下,向14.6毫升浓盐酸(12M)、6.1毫升醋酸、25毫升乙醚和6.91克的5-(2-氨基-3-甲基苯基)-1-甲基-1H-四唑的混合物中,滴加含2.8克亚硝酸钠的12.2毫升水溶液,同时,保持反应温度低于10℃。滴加完后继续搅拌1小时。之后,将该混合物缓慢地加到含有0.6克氯化铜和6.1毫升液体二氧化硫的30.5毫升醋酸中,在室温下搅拌2小时后,将混合物倾入200毫升冰水中,然后用125毫升二氯甲烷萃取两次。有机相用200毫升水洗两次,用200毫升饱和氯化钠水溶液洗一次,用200毫升碳酸氢钠溶液洗一次,再用200毫升水和200毫升饱和氯化钠洗。之后,将有机相滴加到25毫升浓氢氧化铵水溶液中,混合物搅拌过夜,蒸发至成固体,固体用水洗并干燥。得到粗产物6.26克,在140~161℃熔化。质谱分析表明,产物的分子量为253(计算为253)。
实施例8
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕
-2-(2-甲基-2H-5-四唑基)苯磺酰胺
在常温和常压下,向25毫升乙腈中加入0.48克5-(2-氨磺酰苯基)-2-甲基-2H-四唑和0.54克N-(4,6-二甲氧基-2-嘧啶基)氨基甲酸苯酯和0.3毫升DBU。搅拌3小时后,反应混合物加到25克冰上,并用盐酸酸化到pH3。过滤所得的沉淀,用水洗并干燥,得到0.66克需要的产物,熔点214~222℃。红外吸收峰值为1720、1600和1580厘米-1,与预期的结构一致。
NMR(CDCl3):δ3.91(S,2×CH3O);
5.82(S,CH,嘧啶);
4.43(S,CH3在四唑N-2上);
4.38(S,CH3在四唑N-1上)。
对4.43d和4.38d的峰积分,各个CH3的总和表明,2-甲基-2H-四唑与1-甲基-1H-四唑之比为2∶1。该混合物适合本发明的目的。如果需要,在实施例6中得到的异构体混合物可用色谱法分离其组分。
实施例9
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕
-2-(5-甲基-1H-1-四唑基)苯磺酰胺
在常温和常压下,向25毫升含0.48克1-(2-氨磺酰苯基)-5-甲基-1H-四唑的乙腈溶液中,加入0.54克N-(4,6-二甲氧基-2-嘧啶基)氨基甲酸苯酯和0.3毫升DBU。反应混合物搅拌3小时,加到25克冰中并用盐酸酸化到pH3。过滤所得的沉淀,用水洗并干燥,得到0.74克需要的产物。熔点为213~216℃。红外吸收光谱有峰值1710、1605和1570厘 米-1,和需要的产物一致。
NMR(CDCl3):δ2.48(S,CH3在四唑上);
3.82(S,2×CH3O);
5.81(S,CH-嘧啶)。
实施例10
N-〔(4-甲氧基-6-甲基-1,3,5-2-三嗪基)
氨基羰基-2-(5-甲基-1H-四唑基)苯磺酰胺
在常温和常压下,向含有0.48克1-(2-氨磺酰苯基)-5-甲基-1H-四唑和0.52克N-(4-甲氧基-6-甲基-1,3,5-2-三嗪基)氨基甲酸苯酯的25毫升乙腈溶液中,加入0.3毫升DBU。混合物搅拌3小时,然后加到25克冰中并用盐酸酸化。过滤所得的沉淀,用水洗并在真空中干燥,得到0.65克需要的产物,熔点为207~209℃。红外吸收光谱在1700、1600和1550厘米-1处有吸收峰,和预期的结构一致。
实施例11
N-〔(4-氯-6-甲氧基-2-嘧啶基)氨基羰基〕
-2-(1-甲基-1H-5-四唑基)苯磺酰胺
在常温和搅拌条件下,向含有0.48克5-(2-氨磺酰苯基)-1-甲基-1H-四唑和0.56克N-(4-氯-6-甲氧基-2-嘧啶基)氨基甲酸苯酯的20毫升干燥乙腈溶液中,加入0.3毫升DBU。搅拌16小时后,将混合物倾入25克冰中,接着加10毫升2N的盐酸。形成的沉淀过滤分离,水洗并干燥,得到0.74克需要的产物,熔点225~227℃。
NMR(CDCl3):δ3.88(S,CH3在四唑上);
3.95(S,CH3O);
6.52(S,CH嘧啶);
7.2~7.5(m,CH,苯基和NH);
7.84(m,2CH苯基);
8.6(m,CH苯基);
11.96(S,NH)。
实施例12
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-5-氯-2-(4-甲基-5-氧代-1H,4H-5-四唑基)苯磺酰胺
向含有0.29克1-(2-氨磺酰基-5-氯苯基)-4-甲基-1H-5〔4H〕-四唑-酮和0.27克N-(4,6-二甲氧基-2-嘧啶基)氨基甲酸苯酯的10毫升乙腈溶液,在常温搅拌下,加入0.1毫升DBU。将混合物搅拌2小时,倾入20克水中,并用2N的盐酸酸化。过滤分离沉淀,水洗并干燥,得到0.37克产物,熔点178~180℃。
NMR(CDCl3):δ3.63(S,CH3在四唑上);
3.92(S,2×CH3O);
5.81(S,CH嘧啶);
7.4~8.6(m,3CH苯基);
12.6(S,W,NH)。
实施例13
3-(2-甲基-2H-5-四唑基)-1-苯基
-1H-吡唑-5-磺酰胺
在-8至-6℃的条件下,向含3.1毫升12N盐酸、12.5毫升醋酸、3.7毫升甲酸和4.5克5-氨基-1-苯基-3-(2-甲基-2H-5-四唑基)-1H-吡唑的混合物中,滴加入含有1.4克亚硝酸钠的2.5毫升水溶液。将混合物搅拌15分钟,然后加到含有3.7毫升二氧化硫(液体)和0.75克无水氯化铜的20毫升醋酸溶液中。搅拌30分钟并升温,然后将混合物倾入冰水中,过滤分离沉淀,用水洗后,固体溶于四氢呋喃中,冷却到-78℃,滴加氨(液氨1.0毫升)。在室温下将混合物静置过夜,过滤得到棕色固体。红外分析有峰值3300和3200厘米-1,与NH2一致,以及1370、1185和1170厘米-1,与SO2一致。
用前面的反应式和实例中说明的方法,或对其加以改进,内行人可以制备列于下表中的化合物。
化合物
Figure 941038475_IMG35
在通式1中,A是A-1
在通式2中,A是A-2
在通式3中,A是A-3
在通式4中,A是A-4
在通式5中,A是A-5
在通式6中,A是A-6
在通式7中,A是A-7
Figure 941038475_IMG36
表Ⅰ
通式1R1E Q R3W R X Y Z m.p.(℃)
H - Q-1 CH3O H CH3CH3CH 224-226
H - Q-1 CH3O H CH3OCH3CH 222-224
H - Q-1 CH3O H OCH3OCH3CH 207-210
H - Q-1 CH3O H OCH3Cl CH 225-227
H - Q-1 CH3O H CH3OCH3N 196-198
H - Q-1 CH3O H OCH3OCH3N 172-187
H - Q-1 C2H5O H CH3CH3CH 200-207
H - Q-1 C2H5O H CH3OCH3CH 203-205
H - Q-1 C2H5O H OCH3OCH3CH 214-217
H - Q-1 C2H5O H OCH3Cl CH 223-225
H - Q-1 C2H5O H OC2H5NHCH3N 193-197
H - Q-1 C2H5O H CH3OCH3N 192-196
H - Q-1 C2H5O H OCH3OCH3N 192-195
H - Q-1 CH(CH3)2O H CH3CH3CH
H - Q-1 CH(CH3)2O H CH3OCH3CH
H - Q-1 CH(CH3)2O H OCH3OCH3CH
H - Q-1 CH(CH3)2O H OCH3Cl CH
H - Q-1 CH(CH3)2O H CH3OCH3N
H - Q-1 CH(CH3)2O H OCH3OCH3N
H - Q-1 (CH2)4CH3O H CH3CH3CH
H - Q-1 (CH2)4CH3O H CH3OCH3CH
H - Q-1 (CH2)4CH3O H OCH3OCH3CH
H - Q-1 (CH2)4CH3O H OCH3Cl CH
H - Q-1 (CH2)4CH3O H CH3OCH3N
H - Q-1 (CH2)4CH3O H OCH3OCH3N
H - Q-1 环戊基 O H CH3CH3CH
H - Q-1 环戊基 O H CH3OCH3CH
H - Q-1 环戊基 O H OCH3OCH3CH
H - Q-1 环戊基 O H OCH3Cl CH
H - Q-1 环戊基 O H CH3OCH3N
H - Q-1 环戊基 O H OCH3OCH3N
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
H - Q-1 CH2Cl O H CH3CH3CH
H - Q-1 CH2Cl O H CH3OCH3CH
H - Q-1 CH2Cl O H OCH3OCH3CH
H - Q-1 CH2Cl O H OCH3Cl CH
H - Q-1 CH2Cl O H CH3OCH3N
H - Q-1 CH2Cl O H OCH3OCH3N
H - Q-1 (CH2)2F O H CH3CH3CH
H - Q-1 (CH2)2F O H CH3OCH3CH
H - Q-1 (CH2)2F O H OCH3OCH3CH
H - Q-1 (CH2)2F O H OCH3Cl CH
H - Q-1 (CH2)2F O H CH3OCH3N
H - Q-1 (CH2)2F O H OCH3OCH3N
H - Q-1 -CH2CH=CH2O H CH3CH3CH
H - Q-1 -CH2CH=CH2O H CH3OCH3CH
H - Q-1 -CH2CH=CH2O H OCH3OCH3CH
H - Q-1 -CH2CH=CH2O H OCH3Cl CH
H - Q-1 -CH2CH=CH2O H CH3OCH3N
H - Q-1 -CH2CH=CH2O H OCH3OCH3N
H - Q-1 CH2CH=CHCH2Cl O H CH3CH3CH
H - Q-1 CH2CH=CHCH2Cl O H CH3OCH3CH
H - Q-1 CH2CH=CHCH2Cl O H OCH3OCH3CH
H - Q-1 CH2CH=CHCH2Cl O H OCH3Cl CH
H - Q-1 CH2CH=CHCH2Cl O H CH3OCH3N
H - Q-1 CH2CH=CHCH2Cl O H OCH3OCH3N
H - Q-1 CH2-C≡C-CH3O H CH3CH3CH
H - Q-1 CH2-C≡C-CH3O H CH3OCH3CH
H - Q-1 CH2-C≡C-CH3O H OCH3OCH3CH
H - Q-1 CH2-C≡C-CH3O H OCH3Cl CH
H - Q-1 CH2-C≡C-CH3O H CH3OCH3N
H - Q-1 CH2-C≡C-CH3O H OCH3OCH3N
H - Q-1 C6H5O H CH3CH3CH
H - Q-1 C6H5O H CH3OCH3CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
H - Q-1 C6H5O H OCH3OCH3CH
H - Q-1 C6H5O H OCH3Cl CH
H - Q-1 C6H5O H CH3OCH3N
H - Q-1 C6H5O H OCH3OCH3N
H - Q-1 (CH2)4OCH3O H CH3CH3CH
H - Q-1 (CH2)4OCH3O H CH3OCH3CH
H - Q-1 (CH2)4OCH3O H OCH3OCH3CH
H - Q-1 (CH2)4OCH3O H OCH3Cl CH
H - Q-1 (CH2)4OCH3O H CH3OCH3N
H - Q-1 (CH2)4OCH3O H OCH3OCH3N
H - Q-1 (CH2)2SCH2CH3O H CH3CH3CH
H - Q-1 (CH2)2SCH2CH3O H CH3OCH3CH
H - Q-1 (CH2)2SCH2CH3O H OCH3OCH3CH
H - Q-1 (CH2)2SCH2CH3O H OCH3Cl CH
H - Q-1 (CH2)2SCH2CH3O H CH3OCH3N
H - Q-1 (CH2)2SCH2CH3O H OCH3OCH3N
5-CH3- Q-1 CH3O H CH3CH3CH
5-CH3- Q-1 CH3O H CH3OCH3CH
5-CH3- Q-1 CH3O H OCH3OCH3CH
5-CH3- Q-1 CH3O H OCH3Cl CH
5-CH3- Q-1 CH3O H CH3OCH3N
5-CH3- Q-1 CH3O H OCH3OCH3N
3-CH3- Q-1 CH3O H OCH3OCH3CH 192-197
3-CH3- Q-1 CH3O H OCH3OCH3N 201-206
3-CH3- Q-1 CH3O H OCH3CH3N 159-173
3-CH3- Q-1 CH3O H OCH3CH3CH 219-222
3-CH3- Q-1 CH3O H CH3CH3CH 223-226
3-CH3- Q-1 CH3O H OCH3Cl CH 181-186
3-CH3- Q-1 CH3O H OC2H5NHCH3N 187-190
4-CH3- Q-1 CH3O H OCH3CH3N
4-CH3- Q-1 CH3O H OCH3OCH3CH 214-218
4-CH3- Q-1 CH3O H OCH3CH3CH 225-229
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
4-CH3- Q-1 CH3O H OCH3OCH3N 191-196
4-CH3- Q-1 CH3O H CH3CH3CH 182-196
4-CH3- Q-1 CH3O H OCH3Cl CH 140-150
4-CH3- Q-1 CH3O H OC2H5NHCH3N 152-160
6-CH3- Q-1 CH3O H OCH3OCH3N 197-200
6-CH3- Q-1 CH3O H OCH3CH3N 198-202
6-CH3- Q-1 CH3O H OCH3OCH3CH 178-180
6-CH3- Q-1 CH3O H OCH3CH3CH 180-183
6-CH3- Q-1 CH3O H CH3CH3CH 213-215
6-CH3- Q-1 CH3O H OCH3Cl CH 196-199
5-Cl - Q-1 CH3O H CH3CH3CH 221-223
5-Cl - Q-1 CH3O H CH3OCH3CH 207-210
5-Cl - Q-1 CH3O H OCH3OCH3CH 214-216
5-Cl - Q-1 CH3O H OCH3Cl CH 203-205
5-Cl - Q-1 CH3O H CH3OCH3N 191-193
5-Cl - Q-1 CH3O H OCH3OCH3N 175-180
5-Cl - Q-1 CH3O H OC2H5NHCH3N 144-158
5-Cl - Q-1 CH3O H OCH3CH(OCH3)2CH 180-183
5-Br - Q-1 CH3O H CH3CH3CH
5-Br - Q-1 CH3O H CH3OCH3CH
5-Br - Q-1 CH3O H OCH3OCH3CH
5-Br - Q-1 CH3O H OCH3Cl CH
5-Br - Q-1 CH3O H CH3OCH3N
5-Br - Q-1 CH3O H OCH3OCH3N
5-OCF2H - Q-1 CH3O H CH3CH3CH
5-OCF2H - Q-1 CH3O H CH3OCH3CH
5-OCF2H - Q-1 CH3O H OCH3OCH3CH
5-OCF2H - Q-1 CH3O H OCH3Cl CH
5-OCF2H - Q-1 CH3O H CH3OCH3N
5-OCF2H - Q-1 CH3O H OCH3OCH3N
5-OCH3- Q-1 CH3O H CH3CH3CH
5-OCH3- Q-1 CH3O H CH3OCH3CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
5-OCH3- Q-1 CH3O H OCH3OCH3CH
5-OCH3- Q-1 CH3O H OCH3Cl CH
5-OCH3- Q-1 CH3O H CH3OCH3N
5-OCH3- Q-1 CH3O H OCH3OCH3N
5-CF3- Q-1 CH3O H CH3CH3CH
5-CF3- Q-1 CH3O H CH3OCH3CH
5-CF3- Q-1 CH3O H OCH3OCH3CH
5-CF3- Q-1 CH3O H OCH3Cl CH
5-CF3- Q-1 CH3O H CH3OCH3N
5-CF3- Q-1 CH3O H OCH3OCH3N
5-CH2OCH3- Q-1 CH3O H CH3CH3CH
5-CH2OCH3- Q-1 CH3O H CH3OCH3CH
5-CH2OCH3- Q-1 CH3O H OCH3OCH3CH
5-CH2OCH3- Q-1 CH3O H OCH3Cl CH
5-CH2OCH3- Q-1 CH3O H CH3OCH3N
5-CH2OCH3- Q-1 CH3O H OCH3OCH3N
6-Cl - Q-1 CH3O H CH3CH3CH
6-Cl - Q-1 CH3O H OCH3CH3CH
6-Cl - Q-1 CH3O H OCH3OCH3CH
6-Cl - Q-1 CH3O H OCH3Cl CH
6-Cl - Q-1 CH3O H CH3OCH3N
6-Cl - Q-1 CH3O H OCH3OCH3N
6-OCH3- Q-1 CH3O H CH3CH3CH
6-OCH3- Q-1 CH3O H OCH3CH3CH
6-OCH3- Q-1 CH3O H OCH3OCH3CH
5-SCH3- Q-1 CH3O H CH3CH3CH
5-SCH3- Q-1 CH3O H CH3OCH3CH
5-SCH3- Q-1 CH3O H OCH3OCH3CH
5-SCH3- Q-1 CH3O H OCH3Cl CH
5-SCH3- Q-1 CH3O H CH3OCH3N
5-SCH3- Q-1 CH3O H OCH3OCH3N
5-SCH3- Q-1 C2H5O H CH3CH3CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
5-SCH3- Q-1 C2H5O H CH3OCH3CH
5-SCH3- Q-1 C2H5O H OCH3OCH3CH
5-SCH3- Q-1 C2H5O H OCH3Cl CH
5-SCH3- Q-1 C2H5O H CH3OCH3N
5-SCH3- Q-1 C2H5O H OCH3OCH3N
H - Q-1 CH3O CH3CH3CH3CH
H - Q-1 CH3O CH3CH3OCH3CH
H - Q-1 CH3O CH3OCH3OCH3CH
H - Q-1 CH3O CH3OCH3Cl CH
H - Q-1 CH3O CH3CH3OCH3N
H - Q-1 CH3O CH3OCH3OCH3N
H - Q-1 CH3S H CH3CH3CH
H - Q-1 CH3S H CH3OCH3CH
H - Q-1 CH3S H OCH3OCH3CH
H - Q-1 CH3S H OCH3Cl CH
H - Q-1 CH3S H CH3OCH3N
H - Q-1 CH3S H OCH3OCH3N
H - Q-1 CH3O H OC2H5NHCH3CH
H - Q-1 CH3O H H OCH3CH
H - Q-1 CH3O H H OC2H5CH
H - Q-1 CH3O H H OCF2H CH
H - Q-1 CH3O H CH3CF3CH
H - Q-1 CH3O H CH3SCH3CH
H - Q-1 CH3O H CH3Cl CH
H - Q-1 CH3O H CH3CH2OCH3CH
H - Q-1 CH3O H CH3OCH2OCH3CH
H - Q-1 CH3O H CH3NHCH3CH
H - Q-1 CH3O H CH3N(CH3)2CH
H CH2Q-1 CH3O H CH3CH3CH
H CH2Q-1 CH3O H CH3OCH3CH
H CH2Q-1 CH3O H OCH3OCH3CH
H CH2Q-1 CH3O H OCH3Cl CH
表1(续)
R1E Q R3W R X Y Z (m.p.(℃)
H CH2Q-1 CH3O H CH3OCH3N
H CH2Q-1 CH3O H OCH3OCH3N
H O Q-1 CH3O H CH3CH3CH
H O Q-1 CH3O H CH3OCH3CH
H O Q-1 CH3O H OCH3OCH3CH
H O Q-1 CH3O H CH3OCH3N
H O Q-1 CH3O H CH3CH3CH
H O Q-1 CH3O H CH3OCH3CH
H O Q-1 CH3O H OCH3OCH3CH
H O Q-1 CH3O H OCH3Cl CH
H O Q-1 CH3O H CH3OCH3N
H O Q-1 CH3O H OCH3OCH3N
H - Q-1 CH3O H OC2H5NHCH3CH
H - Q-1 CH3O H H OCH3CH
H - Q-1 CH3O H H OC2H5CH
H - Q-1 CH3O H CH3CF3CH
H - Q-1 CH3O H CH3SCH3CH
H - Q-1 CH3O H CH3CH2OCH3CH
H - Q-1 CH3O H CH3NHCH3CH
H - Q-1 CH3O H CH3N(CH3)2CH
H - Q-1 CH3O H OC2H5NHCH3N
H - Q-1 CH3O H H OCH3N
H - Q-1 CH3O H H OC2H5N
H - Q-1 CH3O H H OCF2H N
H - Q-1 CH3O H CH3CH2OCH3N
H - Q-1 CH3O H CH3NHCH3N
H - Q-1 CH3O H CH3N(CH3)2N
3-(n-C3H7) - Q-1 CH3O H CH3CH3CH
3-(n-C3H7) - Q-1 CH3O H OCH3OCH3CH
3-(n-C3H7) - Q-1 CH3O H OCH3CH3CH
5-CH2CH2Cl - Q-1 CH3O H OCH3CH3CH
5-CH2CH2Cl - Q-1 CH3O H OCH3OCH3CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
5-OCH2CH2CH3- Q-1 CH3O H OCH3OCH3CH
5-OCH2CH2CH3- Q-1 CH3O H OCH3CH3CH
6-SO2N(CH3)2- Q-1 CH3O H OCH3OCH3CH
6-SO2N(CH3)2- Q-1 CH3O H OCH3CH3CH
6-OCH2CH2CH3- Q-1 CH3O H OCH3CH3CH
6-OCH2CH2CH3- Q-1 CH3O H OCH3OCH3CH
6-SCH2CH2CH3- Q-1 CH3O H OCH3OCH3CH
6-SCH2CH2CH3- Q-1 CH3O H OCH3CH3CH
6-SOCH3- Q-1 CH3O H OCH3OCH3CH
6-SOCH3- Q-1 CH3O H OCH3CH3CH
6-SO2CH3- Q-1 CH3O H OCH3CH3CH
6-SO2CH3- Q-1 CH3O H OCH3OCH3CH
5-CN - Q-1 CH3O H OCH3OCH3CH
5-CN - Q-1 CH3O H OCH3CH3CH
5-CO2CH3- Q-1 CH3O H OCH3CH3CH
5-CO2CH3- Q-1 CH3O H OCH3OCH3CH
5-OCH2CH2Cl - Q-1 CH3O H OCH3OCH3CH
5-OCH2CH2Cl - Q-1 CH3O H OCH3CH3CH
5-OCH2CF3- Q-1 CH3O H OCH3CH3CH
5-OCH2CF3- Q-1 CH3O H OCH3OCH3CH
5-SCH2CF3- Q-1 CH3O H OCH3CH3CH
5-SCH2CF3- Q-1 CH3O H OCH3OCH3CH
5-NH2- Q-1 CH3O H OCH3OCH3CH
5-NH2- Q-1 CH3O H OCH3CH3CH
5-NHC2H5- Q-1 CH3O H OCH3CH3CH
5-NHC2H5- Q-1 CH3O H OCH3OCH3CH
5-N(CH3)2- Q-1 CH3O H OCH3OCH3CH
5-N(CH3)2- Q-1 CH3O H OCH3CH3CH
5-CH2OCH3- Q-1 CH3O H OCH3CH3CH
5-CH2OCH3- Q-1 CH3O H OCH3OCH3CH
5-C2H4OCH3- Q-1 CH3O H OCH3OCH3CH
5-C2H4OCH3- Q-1 CH3O H OCH3CH3CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
5-C2H4OC2H5- Q-1 CH3O H OCH3CH3CH
5-C2H4OC2H5- Q-1 CH3O H OCH3OCH3CH
5-CH2OC2H4Cl - Q-1 CH3O H OCH3OCH3CH
5-CH2OC2H4Cl - Q-1 CH3O H OCH3CH3CH
5-CH2OCH2CF3- Q-1 CH3O H OCH3CH3CH
5-CH2OCH2CF3- Q-1 CH3O H OCH3OCH3CH
5-CH2SCH3- Q-1 CH3O H OCH3OCH3CH
5-CH2SCH3- Q-1 CH3O H OCH3CH3CH
5-CH2SC2H4Cl - Q-1 CH3O H OCH3CH3CH
5-CH2SC2H4Cl - Q-1 CH3O H OCH3OCH3CH
5-CH2CN - Q-1 CH3O H OCH3OCH3CH
5-CH2CN - Q-1 CH3O H OCH3CH3CH
H - Q-1 CH3O H OCH3OCH2CH2CH2CH3CH
H - Q-1 CH3O H OCH3OCH2CH2Cl CH
H - Q-1 CH3O H OCH3OCH2CH2CH2Cl CH
H - Q-1 CH3O H OCH3SCH2CH2Cl CH
H - Q-1 CH3O H OCH3SCHF2CH
H - Q-1 CH3O H OCH3SCH2CH3CH
H - Q-1 CH3O H OCH3CH2OCH3CH
H - Q-1 CH3O H OCH3C2H4OC2H5CH
H - Q-1 CH3O H OCH3OC2H4OC2H5CH
H - Q-1 CH3O H OCH3OCH2CH=CH2CH
H - Q-1 CH3O H OCH3OCH2C≡CH CH
H - Q-1 CH3O H OCH3CH2SCH3CH
H - Q-1 CH3O H OCH3C2H4SCH3CH
H - Q-1 CH3O H OCH3C2H4SC2H5CH
H - Q-1 CH3O H OCH3CH2SO2CH3CH
H - Q-1 CH3O H OCH3C2H4SO2CH3CH
H - Q-1 CH3O H OCH3C2H4SOCH3CH
H - Q-1 CH3O H OCH3CH2CH2CH2Cl CH
H - Q-1 CH3O H OCH3CH2C≡CH CH
H - Q-1 CH3O H OCH3N3CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
H - Q-1 CH3O H OCH3CN CH
H - Q-1 CH3O H OCH3COCH3CH
H - Q-1 CH3O H OCH3C(CH3)(OCH3)2CH
H - Q-1 CH3O H OCH32-甲基-二氧 CH
戊环-2-基
H - Q-1 CH3O H OCH3N(OCH3)CH3CH
H - Q-1 CH3O H OC2H5NHCH3N 204-208
H - Q-2 CH3O H CH3CH3CH
H - Q-2 CH3O H CH3OCH3CH
H - Q-2 CH3O H OCH3OCH3CH
H - Q-2 CH3O H OCH3Cl CH
H - Q-2 CH3O H CH3OCH3N
H - Q-2 CH3O H OCH3OCH3N
H - Q-2 C2H5O H CH3CH3CH
H - Q-2 C2H5O H CH3OCH3CH
H - Q-2 C2H5O H OCH3OCH3CH
H - Q-2 C2H5O H OCH3Cl CH
H - Q-2 C2H5O H CH3OCH3N
H - Q-2 C2H5O H OCH3OCH3N
H - Q-2 CH(CH3)2O H CH3CH3CH
H - Q-2 CH(CH3)2O H CH3OCH3CH
H - Q-2 CH(CH3)2O H OCH3OCH3CH
H - Q-2 CH(CH3)2O H OCH3Cl CH
H - Q-2 CH(CH3)2O H CH3OCH3N
H - Q-2 CH(CH3)2O H OCH3OCH3N
H - Q-2 CH(CH3)2O H CH3CH3CH
H - Q-2 CH(CH3)2O H CH3OCH3CH
H - Q-2 CH(CH3)2O H OCH3OCH3CH
H - Q-2 CH(CH3)2O H OCH3Cl CH
H - Q-2 CH(CH3)2O H CH3OCH3N
H - Q-2 CH(CH3)2O H OCH3OCH3N
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
H - Q-1 CH2C≡CH O H CH3CH3CH
H - Q-1 CH2C≡CH O H CH3OCH3CH
H - Q-1 CH2C≡CH O H OCH3OCH3CH
H - Q-1 CH2C≡CH O H OCH3Cl CH
H - Q-1 CH2C≡CH O H CH3OCH3N
H - Q-1 CH2C≡CH O H OCH3OCH3N
H - Q-1 CH3O H OCH3OCF2H CH 160-165
H - Q-1 OCH3O H CH3OCF2H CH 195-198
5-CH3- Q-1 CH3O H OCH3OCF2H CH 168-172
5-CH3- Q-1 CH3O H CH3OCF2H CH 90-93
H - Q-2 CH2OCH3O H CH3CH3CH
H - Q-2 CH2OCH3O H CH3OCH3CH
H - Q-2 CH2OCH3O H OCH3OCH3CH
H - Q-2 CH2OCH3O H OCH3Cl CH
H - Q-2 CH2OCH3O H CH3OCH3N
H - Q-2 CH2OCH3O H OCH3OCH3N
5-OCF2H - Q-2 CH3O H CH3CH3CH
5-OCF2H - Q-2 CH3O H CH3OCH3CH
5-OCF2H - Q-2 CH3O H OCH3OCH3CH
5-OCF2H - Q-2 CH3O H OCH3Cl CH
5-OCF2H - Q-2 CH3O H CH3OCH3N
5-OCF2H - Q-2 CH3O H OCH3OCH3N
5-OCH3- Q-2 CH3O H CH3CH3CH
5-OCH3- Q-2 CH3O H CH3OCH3CH
5-OCH3- Q-2 CH3O H OCH3OCH3CH
5-OCH3- Q-2 CH3O H OCH3Cl CH
5-OCH3- Q-2 CH3O H CH3OCH3N
5-OCH3- Q-2 CH3O H OCH3OCH3N
6-Cl - Q-2 CH3O H CH3CH3CH
6-Cl - Q-2 CH3O H OCH3CH3CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
6-Cl - Q-2 CH3O H OCH3OCH3CH
6-OCH3- Q-2 CH3O H CH3CH3CH
6-OCH3- Q-2 CH3O H OCH3CH3CH
6-OCH3- Q-2 CH3O H OCH3OCH3CH
5-SCH3- Q-2 CH3O H CH3CH3CH
5-SCH3- Q-2 CH3O H CH3OCH3CH
5-SCH3- Q-2 CH3O H OCH3OCH3CH
5-SCH3- Q-2 CH3O H OCH3Cl CH
5-SCH3- Q-2 CH3O H CH3OCH3N
5-SCH3- Q-2 CH3O H OCH3OCH3N
5-SCH3- Q-2 C2H5O H CH3CH3CH
5-SCH3- Q-2 C2H5O H CH3OCH3CH
5-SCH3- Q-2 C2H5O H OCH3OCH3CH
5-SCH3- Q-2 C2H5O H OCH3Cl CH
5-SCH3- Q-2 C2H5O H CH3OCH3N
5-SCH3- Q-2 C2H5O H OCH3OCH3N
H - Q-2 CH3O CH3CH3CH3CH
H - Q-2 CH3O CH3CH3OCH3CH
H - Q-2 CH3O CH3OCH3OCH3CH
H - Q-2 CH3O CH3OCH3Cl CH
H - Q-2 CH3O CH3CH3OCH3N
H - Q-2 CH3O CH3OCH3OCH3N
H - Q-2 CH3S H CH3CH3CH
H - Q-2 CH3S H CH3OCH3CH
H - Q-2 CH3S H OCH3OCH3CH
H - Q-2 CH3S H OCH3Cl CH
H - Q-2 CH3S H CH3OCH3N
H - Q-2 CH3S H H OCH3OCH3N
H - Q-2 CH3O H OC2H5NHCH3N
H - Q-2 CH3O H H OCH3CH
H - Q-2 CH3O H H OC2H5CH
H - Q-2 CH3O H H OCF2H CH
表1(续)
R1E Q R3W R X Y Z m.p.(℃)
H - Q-2 CH3O H CH3SCF2H CH
H - Q-2 CH3O H CH3Cl CH
H - Q-2 CH3O H CH3CH2OCH3CH
H - Q-2 CH3O H CH3OCH2OCH3CH
H - Q-2 CH3O H OC2H5NHCH3N
H - Q-2 CH3O H H OCH3CH
H - Q-2 CH3O H H OC2H5CH
H - Q-2 CH3O H CH3CF3CH
H - Q-2 CH3O H CH3SCH3CH
H - Q-2 CH3O H CH3Cl CH
H - Q-2 CH3O H CH3CH2OCH3CH
H - Q-2 CH3O H CH3OCH2OCH3CH
H - Q-2 CH3O H OCH3OC2H5N
H - Q-2 CH3O H OCH3OCH(CH3)2N
H - Q-2 CH3O H OCH3OCH2CF3N
H - Q-2 CH3O H OCH3CF3N
H - Q-2 CH3O H OCH3O(CH2)2OCH3N
H - Q-2 CH3O H OCH3C≡C-CH3N
H - Q-2 CH3O H OCH3N(CH3)OCH3N
H - Q-2 C2H5O H CH3CH3CH
H - Q-2 C2H5O H CH3OCH3CH
H - Q-2 C2H5O H OCH3OCH3CH
H - Q-2 C2H5O H OCH3Cl CH
H - Q-2 C2H5O H CH3OCH3N
6-CH3- Q-2 CH3O H CH3CH3CH
6-CH3- Q-2 CH3O H CH3OCH3CH
6-CH3- Q-2 CH3O H OCH3OCH3CH
6-CH3- Q-2 CH3O H OCH3Cl CH
6-CH3- Q-2 CH3O H OCH3CH3N
表1a
通式1
R1E Q R4W R X Y Z m.p.(℃)
H - Q-3 H O H CH3CH3CH 214 dec
H - Q-3 H O H CH3OCH3CH 204-205
H - Q-3 H O H OCH3OCH3CH 187-188
H - Q-3 H O H OCH3Cl CH 195-196
H - Q-3 H O H CH3OCH N 199-202
H - Q-3 H O H OCH3OCH3N 191-192
H - Q-3 CH3O H CH3CH3CH
H - Q-3 CH3O - OC2H5NHCH3N >200 dec.
H - Q-3 CH3O H CH3OCH3CH 221-223
H - Q-3 CH3O H OCH3OCH3CH 213-216
H - Q-3 CH3O H OCH3Cl CH 208-210
H - Q-3 CH3O H CH3OCH3N 207-209
H - Q-3 CH3O H OCH3OCH3N 193-196
H - Q-3 C2H5O H CH3CH3CH 217-220
H - Q-3 C2H5O H CH2OCH3CH 224-228
H - Q-3 C2H5O H OCH3OCH3CH 193-196
H - Q-3 C2H5O H OCH3Cl CH 200-204
H - Q-3 C2H5O H CH3OCH3N 174-179
H - Q-3 C2H5O H OCH3OCH3N 194-197
H - Q-3 CH(CH3)2O H CH3CH3CH
H - Q-3 CH(CH3)2O H CH3OCH3CH
H - Q-3 CH(CH3)2O H OCH3OCH3CH
H - Q-3 CH(CH3)2O H OCH3Cl CH
H - Q-3 CH(CH3)2O H CH3OCH3N
H - Q-3 CH(CH3)2O H OCH3OCH3N
H - Q-3 环丙基 O H CH3CH3CH
H - Q-3 环丙基 O H CH3OCH3CH
H - Q-3 环丙基 O H OCH3OCH3CH
H - Q-3 环丙基 O H OCH3Cl CH
H - Q-3 环丙基 O H CH3OCH3N
H - Q-3 环丙基 O H OCH2OCH2N
H - Q-3 CH2Cl O H CH3CH3CH
表1a(续)
R1E Q R4W R X Y Z m.p.(℃)
H - Q-3 CH2Cl O H CH3OCH3CH
H - Q-3 CH2Cl O H OCH3OCH3CH
H - Q-3 CH2Cl O H OCH3Cl CH
H - Q-3 CH2Cl O H CH3OCH3N
H - Q-3 CH2Cl O H OCH3OCH3N
H - Q-3 CF3O H CH3CH3CH
H - Q-3 CF3O H CH3OCH3CH
H - Q-3 CF3O H OCH3OCH3CH
H - Q-3 CF3O H OCH3Cl CH
H - Q-3 CF3O H CH3OCH3N
H - Q-3 CF3O H OCH3OCH3N
H - Q-3 OCH3O H CH3CH3CH
H - Q-3 OCH3O H CH3OCH3CH
H - Q-3 OCH3O H OCH3OCH3CH
H - Q-3 OCH3O H OCH3Cl CH
H - Q-3 OCH3O H CH3OCH3N
H - Q-3 OCH3O H OCH3OCH3N
H - Q-3 OC2H5O H CH3CH3CH
H - Q-3 OC2H5O H CH3OCH3CH
H - Q-3 OC2H5O H OCH3OCH3CH
H - Q-3 OC2H5O H OCH3Cl CH
H - Q-3 OC2H5O H CH3OCH3N
H - Q-3 OC2H5O H OCH3OCH3N
H - Q-3 SCH3O H CH3CH3CH
H - Q-3 SCH3O H CH3OCH3CH
H - Q-3 SCH3O H OCH3OCH3CH
H - Q-3 SCH3O H OCH3Cl CH
H - Q-3 SCH3O H CH3OCH3N
H - Q-3 SCH3O H OCH3OCH3N
H - Q-3 N(CH3)2O H CH3CH3CH
H - Q-3 N(CH3)2O H CH3OCH3CH
H - Q-3 N(CH3)2O H OCH3OCH3CH
表1a(续)
R1E Q R4W R X Y Z m.p.(℃)
H - Q-3 N(CH3)2O H OCH3Cl CH
H - Q-3 N(CH3)2O H CH3OCH3N
H - Q-3 N(CH3)2O H OCH3OCH3N
5-CH3- Q-3 CH3O H CH3CH3CH
5-CH3- Q-3 CH3O H CH3OCH3CH
5-CH3- Q-3 CH3O H OCH3OCH3CH 177-186
5-CH3- Q-3 CH3O H OCH3Cl CH 207-208
5-CH3- Q-3 CH3O H CH3OCH3N 200-202
5-CH3- Q-3 CH3O H OCH3OCH3N
5-Cl - Q-3 CH3O H CH3CH3CH 227-230
5-Cl - Q-3 CH3O H CH3OCH3CH 173-180
5-Cl - Q-3 CH3O H OCH3OCH3CH 216-220
5-Cl - Q-3 CH3O H OCH3Cl CH 227-230
5-Cl - Q-3 CH3O H CH3OCH3N 188-195
5-Cl - Q-3 CH3O H OCH3OCH3N 192-194
5-Cl - Q-3 CH3O H OC2H5NHCH3N 181-185
5-Br - Q-3 CH3O H CH3CH3CH
5-Br - Q-3 CH3O H CH3OCH3CH
5-Br - Q-3 CH3O H OCH3OCH3CH
5-Br - Q-3 CH3O H OCH3Cl CH
5-Br - Q-3 CH3O H CH3OCH3N
5-Br - Q-3 CH3O H OCH3OCH3H
5-OCF2H - Q-3 CH3O H CH3CH3CH
5-OCF2H - Q-3 CH3O H CH3OCH3CH
5-OCF2H - Q-3 CH3O H OCH3OCH3CH
5-OCF2H - Q-3 CH3O H OCH3Cl CH
5-OCF2H - Q-3 CH3O H CH3OCH3N
5-OCF2H - Q-3 CH3O H OCH3OCH3N
5-OCH3- Q-3 CH3O H CH3CH3CH
5-OCH3- Q-3 CH3O H CH3OCH3CH
5-OCH3- Q-3 CH3O H OCH3OCH3CH
5-OCH3- Q-3 CH3O H OCH3Cl CH
表1a(续)
R1E Q R4W R X Y Z m.p.(℃)
5-OCH3- Q-3 CH3O H CH3OCH3N
5-OCH3- Q-3 CH3O H OCH3OCH3N
5-CF3- Q-3 CH3O H CH3CH3CH
5-CF3- Q-3 CH3O H CH3OCH3CH
5-CF3- Q-3 CH3O H OCH3OCH3CH
5-CF3- Q-3 CH3O H OCH3Cl CH
5-CF3- Q-3 CH3O H CH3OCH3N
5-CF3- Q-3 CH3O H OCH3OCH3N
5-SCH3- Q-3 CH3O H CH3CH3CH
5-SCH3- Q-3 CH3O H CH3OCH3CH
5-SCH3- Q-3 CH3O H OCH3OCH3CH
5-SCH3- Q-3 CH3O H OCH3Cl CH
5-SCH3- Q-3 CH3O H CH3OCH3N
5-SCH3- Q-3 CH3O H OCH3OCH3N
5-CH2OCH3- Q-3 CH3O H CH3CH3CH
5-CH2OCH3- Q-3 CH3O H CH3OCH3CH
5-CH2OCH3- Q-3 CH3O H OCH3OCH3CH
5-CH2OCH3- Q-3 CH3O H OCH3Cl CH
5-CH2OCH3- Q-3 CH3O H CH3OCH3N
5-CH2OCH3- Q-3 CH3O H OCH3OCH3N
5-OCH2CH3- Q-3 CH3O H CH3CH3CH
5-OCH2CH3- Q-3 CH3O H CH3OCH3CH
5-OCH2CH3- Q-3 CH3O H OCH3OCH3CH
5-OCH2CH3- Q-3 CH3O H OCH3Cl CH
5-OCH2CH3- Q-3 CH3O H CH3OCH3N
5-OCH2CH3- Q-3 CH3O H OCH3OCH3N
H - Q-3 CH2OCH3O H CH3CH3CH
H - Q-3 CH2OCH3O H CH3OCH3CH
H - Q-3 CH2OCH3O H OCH3OCH3CH
H - Q-3 CH2OCH3O H OCH3Cl CH
H - Q-3 CH3OCH3O H OCH3CH3N
H - Q-3 CH3OCH3O H OCH3OCH3N
表1a(续)
R1E Q R4W R X Y Z m.p.(℃)
H - Q-3 CH3O H cyclopropyl OCH3CH
H - Q-3 CH3O H OCH3N3CH
H - Q-3 CH3O H OCH3CN CH
H - Q-3 CH3O H OCH3C(O)CH3CH
H - Q-3 CH3O H OCH3CH(OCH3)2CH
H - Q-3 CH3O H OCH31,3-二氧 CH
戊环-2-基
H - Q-3 CH3O H OCH31,3-二噁 CH
烷-2-基
H CH2Q-3 CH3O H CH3CH3CH
H CH2Q-3 CH3O H CH3OCH3CH
H CH2Q-3 CH3O H OCH3OCH3CH
H CH2Q-3 CH3O H OCH3Cl CH
H CH2Q-3 CH3O H CH3OCH3N
H CH2Q-3 CH3O H OCH3OCH3N
H O Q-3 CH3O H CH3CH3CH
H O Q-3 CH3O H CH3OCH3CH
H O Q-3 CH3O H OCH3OCH3CH
H O Q-3 CH3O H OCH3Cl CH
H O Q-3 CH3O H CH3OCH3N
H O Q-3 CH3O H OCH3OCH3N
H - Q-3 CH3S H CH3CH3CH
H - Q-3 CH3S H CH3OCH3CH
H - Q-3 CH3S H OCH3OCH3CH
H - Q-3 CH3S H OCH3Cl CH
H - Q-3 CH3S H CH3OCH3N
H - Q-3 CH3S H OCH3OCH3N
H - Q-3 CH3O CH3CH3CH3CH
H - Q-3 CH3O CH3CH3OCH3CH
H - Q-3 CH3O CH3OCH3OCH3CH
H - Q-3 CH3O CH3OCH3Cl CH
H - Q-3 CH3O CH3CH3OCH3N
表1a(续)
R1E Q R4W R X Y Z m.p.(℃)
H - Q-3 CH3O CH3OCH3OCH3N
H - Q-3 CH3O H OC2H5NHCH3CH
H - Q-3 CH3O H H OCH3CH
H - Q-3 CH3O H H OC2H5CH
H - Q-3 CH3O H H OCF2H CH
H - Q-3 CH3O H CH3SCF2H CH
H - Q-3 CH3O H CH3CH2OCH3CH
H - Q-3 CH3O H OCH3OC2H5CH
H - Q-3 CH3O H OCH3CF3CH
H - Q-3 CH3O H OCH3O(CH2)2OCH3CH
H - Q-3 CH3O H OCH3SCF2H CH
H - Q-3 CH3O H OCH3C≡CH CH
H - Q-3 CH3O H OCH3C≡C-CH3CH
H - Q-3 CH3O H OCH3N(OCH3)CH3CH
H - Q-4 CH3O H CH3CH3CH
H - Q-4 CH3O H CH3OCH3CH
H - Q-4 CH3O H OCH3OCH3CH
H - Q-4 CH3O H OCH3Cl CH
H - Q-4 CH3O H CH3OCH3N
H - Q-4 CH3O H OCH3OCH3N
H - Q-4 OCH3O H CH3CH3CH
H - Q-4 OCH3O H CH3OCH3CH
H - Q-4 OCH3O H OCH3OCH3CH
H - Q-4 OCH3O H OCH3Cl CH
H - Q-4 OCH3O H CH3OCH3N
H - Q-4 OCH3O H OCH3OCH3N
H - Q-4 SCH3O H OCH3OCH3N
H - Q-4 SCH3O H CH3OCH3CH
H - Q-4 SCH3O H OCH3OCH3CH
H - Q-4 SCH3O H OCH3Cl CH
H - Q-4 SCH3O H CH3OCH3N
H - Q-4 SCH3O H OCH3OCH3N
表1a(续)
R1E Q R4W R X Y Z m.p.(℃)
H - Q-4 N(CH2)4O H CH3CH3CH
H - Q-4 N(CH2)4O H CH3OCH3CH
H - Q-4 N(CH2)4O H OCH3OCH3CH
H - Q-4 N(CH2)4O H OCH3Cl CH
H - Q-4 N(CH2)4O H CH3OCH3N
H - Q-4 N(CH2)4O H OCH3OCH3N
H - Q-4 C6H5O H OCH3OCH3CH
H - Q-4 C6H5O H OCH3CH3CH
H - Q-4 C6H5O H CH3CH3CH
H - Q-4 C6H5O H OCH3Cl CH
H - Q-4 C6H5O H CH3OCH3N
H - Q-4 CF3O H CH3OCH3CH
H - Q-4 CF3O H CH3CH3CH
H - Q-4 CF3O H OCH3OCH3CH
H - Q-4 CF3O H OCH3Cl CH
H - Q-4 CF3O H OCH3CH3N
H - Q-4 CF3O H OC2H5NHCH3N
H - Q-4 CH2CH=CH2O H CH3CH3CH
H - Q-4 CH2CH=CH2O H CH3OCH3CH
H - Q-4 CH2CH=CH2O H OCH3OCH3CH
H - Q-4 CH2CH=CH2O H OCH3CH3N
6-CH3- Q-3 CH3O H CH3CH3CH
6-CH3- Q-3 CH3O H OCH3CH3CH
6-CH3- Q-3 CH3O H OCH3OCH3CH
6-CH3- Q-3 CH3O H OCH3Cl CH
6-CH3- Q-3 CH3O H OCH3CH3N
6-Cl - Q-3 CH3O H CH3CH3CH
6-Cl - Q-3 CH3O H OCH3CH3CH
6-Cl - Q-3 CH3O H OCH3OCH3CH
6-Cl - Q-3 CH3O H OCH3Cl CH
表1b
通式1
R1E Q R5W R X Y Z m.p.(℃)
H - Q-5 CH3O H CH3CH3CH
H - Q-5 CH3O H CH3OCH3CH 199-201
H - Q-5 CH3O H OCH3OCH3CH 213-218
H - Q-5 CH3O H OCH3Cl CH
H - Q-5 CH3O H CH3OCH3N
H - Q-5 CH3O H OCH3OCH3N
H - Q-5 CH2CH3O H CH3CH3CH
H - Q-5 CH2CH3O H CH3OCH3CH
H - Q-5 CH2CH3O H OCH3OCH3CH
H - Q-5 CH2CH3O H OCH3Cl CH
H - Q-5 CH2CH3O H CH3OCH3N
H - Q-5 CH2CH3O H OCH3OCH3N
H - Q-6 CH3O H CH3CH3CH
H - Q-6 CH3O H CH3OCH3CH
H - Q-6 CH3O H OCH3OCH3CH
H - Q-6 CH3O H OCH3Cl CH
H - Q-6 CH3O H CH3OCH3N
H - Q-6 CH3O H OCH3OCH3N
H - Q-6 C2H5O H CH3CH3CH
H - Q-6 C2H5O H CH3OCH3CH
H - Q-6 C2H5O H OCH3OCH3CH
H - Q-6 C2H5O H OCH3Cl CH
H - Q-6 C2H5O H CH3OCH3N
H - Q-6 C2H5O H OCH3OCH3N
H - Q-6 CH2CH=CH2O H CH3CH3CH
H - Q-6 CH2CH=CH2O H CH3OCH3CH
H - Q-6 CH2CH=CH2O H OCH3OCH3CH
H - Q-6 CH2CH=CH2O H OCH3Cl CH
H - Q-6 CH2CH=CH2O H CH3OCH3N
H - Q-6 CH2CH=CH2O H OCH3OCH3N
H - Q-7 CH3O H CH3CH3CH
H - Q-7 CH3O H CH3OCH3CH
表1b(续)
R1E Q R5W R X Y Z m.p.(℃)
H - Q-7 CH3O H OCH3OCH3CH
H - Q-7 CH3O H OCH3Cl CH
H - Q-7 CH3O H CH3OCH3N
H - Q-7 CH3O H OCH3OCH3N
H - Q-7 C2H5O H CH3CH3CH
H - Q-7 C2H5O H CH3OCH3CH
H - Q-7 C2H5O H OCH3OCH3CH
H - Q-7 C2H5O H OCH3Cl CH
H - Q-7 C2H5O H CH3OCH3N
H - Q-7 C2H5O H OCH3OCH3N
H - Q-7 CH2CH=CH2O H CH3CH3CH
H - Q-7 CH2CH=CH2O H CH3OCH3CH
H - Q-7 CH2CH=CH2O H OCH3OCH3CH
H - Q-7 CH2CH=CH2O H OCH3Cl CH
H - Q-7 CH2CH=CH2O H CH3OCH3N 202
H - Q-7 CH2CH=CH2O H OCH3OCH3N
5-Cl - Q-5 CH3O H OCH3OCH3CH 178-180
5-Cl - Q-5 CH3O H OCH3CH3CH 134-140
5-Cl - Q-5 CH3O H OCH3Cl CH
5-Cl - Q-5 CH3O H CH3CH3CH
5-Cl - Q-5 CH3O H OCH3CH3N
5-CH3- Q-5 CH3O H OCH3OCH3CH
5-CH3- Q-5 CH3O H OCH3CH3CH
5-CH3- Q-5 CH3O H OCH3Cl CH
5-CH3- Q-5 CH3O H CH3CH3CH
5-CH3- Q-5 CH3O H OCH3CH3N
6-CH3- Q-5 CH3O H CH3CH3CH
6-CH3- Q-5 CH3O H OCH3CH3CH
6-CH3- Q-5 CH3O H OCH3OCH3CH
6-CH3- Q-5 CH3O H OCH3Cl CH
6-CH3- Q-5 CH3O H OCH3CH3N
表1b(续)
R1E Q R5W R X Y Z m.p.(℃)
5-OCH3- Q-5 CH3O H CH3CH3CH
5-OCH3- Q-5 CH3O H OCH3CH3CH
5-OCH3- Q-5 CH3O H OCH3OCH3CH
5-OCH3- Q-5 CH3O H OCH3Cl CH
5-OCH3- Q-5 CH3O H OCH3CH3N
6-Cl - Q-5 CH3O H CH3CH3CH
6-Cl - Q-5 CH3O H OCH3CH3CH
6-Cl - Q-5 CH3O H OCH3OCH3CH
6-Cl - Q-5 CH3O H OCH3Cl CH
6-Cl - Q-5 CH3O H OCH3CH3N
5-(CH3)2N - Q-5 CH3O H OCH3CH3CH
5-(CH3)2N - Q-5 CH3O H OCH3OCH3CH
5-(CH3)2N - Q-5 CH3O H CH3CH3CH
5-(CH3)2N - Q-5 CH3O H OCH3Cl CH
5-(CH3)2N - Q-5 CH3O H OCH3CH3N
5-F - Q-5 CH3O H OCH3OCH3CH
5-F - Q-5 CH3O H OCH3CH3CH
5-F - Q-5 CH3O H OCH3Cl CH
5-F - Q-5 CH3O H CH3CH3CH
H - Q-5 CH3O H CH3OCF2H CH 196-198
H - Q-5 CH3O H OCH3OCF2H CH 162-166
表II
通式2
R1E Q R3W R X1Y1m.p.(℃)
H - Q-1 CH3O H CH3O
H - Q-1 CH3O H OCH3O
H - Q-1 CH3O H OC2H5O
H - Q-1 CH3O H OCF2H O
H - Q-1 CH3O H CH3CH2
H - Q-1 CH3O H OCH3CH2
H - Q-1 CH3O H OC2H5CH2
H - Q-1 CH3O H OCF2H CH2
H - Q-1 C2H5O H CH3O
H - Q-1 C2H5O H OCH3O
H - Q-1 C2H5O H OC2H5O
H - Q-1 C2H5O H OCF2H O
H - Q-1 C2H5O H CH3CH2
H - Q-1 C2H5O H OCH3CH2
H - Q-1 C2H5O H OC2H5CH2
H - Q-1 C2H5O H OCF2H CH2
H - Q-1 (CH2)5CH3O H OCH3O
H - Q-1 CH2CH=CH-CH2Cl O H OCH3O
H - Q-1 C2H5O H OCH3O
5-CH3- Q-1 CH3O H OCH3O
5-CH3- Q-1 CH3O H OCH3CH2
5-CH3- Q-1 CH3O H OCH3CH2
5-CH3- Q-1 CH3O H OCH3CH2
5-Cl - Q-1 CH3O H OCH3O
5-OCH3- Q-1 CH3O H OCH3O
5-OCH3- Q-1 CH3O H CH3O
5-OC2H5- Q-1 CH3O H OCH3O
5-OC2H5- Q-1 CH3O H CH3O
5-SCH3- Q-1 CH3O H OCH3O
5-SCH3- Q-1 CH3O H CH3O
5-SC2H5- Q-1 CH3O H OCH3O
5-SC2H5- Q-1 CH3O H CH3O
表II(续)
R1E Q R3W R X1Y1m.p.(℃)
5-CN - Q-1 CH3O H OCH3O
5-CN - Q-1 CH3O H CH3O
5-OCF2H - Q-1 CH3O H OCH3O
5-OCF2H - Q-1 CH3O H CH3O
H - Q-2 CH3O H CH3O
H - Q-2 CH3O H OCH3O
H - Q-2 CH3O H OC2H5O
H - Q-2 CH3O H OCF2H O
H - Q-2 CH3O H CH3CH2
H - Q-2 CH3O H OCH3CH2
H - Q-2 CH3O H OC2H5CH2
H - Q-2 C2H5O H CH3O
H - Q-2 C2H5O H OCH3O
H - Q-2 C2H5O H CH3CH2
H - Q-2 C2H5O H OCH3CH2
5-CH3- Q-2 CH3O H OCH3O
5-CH3- Q-2 CH3O H OCH3CH2
5-C2H5- Q-2 CH3O H OCH3O
5-OCH3- Q-2 CH3O H OCH3O
5-OCH3- Q-2 CH3O H CH3O
5-OC2H5- Q-2 CH3O H OCH3O
5-OC2H5- Q-2 CH3O H CH3O
5-SCH3- Q-2 CH3O H OCH3O
5-SCH3- Q-2 CH3O H CH3O
5-SC2H5- Q-2 CH3O H OCH3O
5-OCF2H - Q-2 CH3O H OCH3O
6-CH3- Q-1 CH3O H OCH3O
6-CH3- Q-1 CH3O H CH3O
6-CH3- Q-1 CH3O H OCH3CH2
6-Cl - Q-1 CH3O H OCH3O
6-Cl - Q-1 CH3O H CH3O
6-Cl - Q-1 CH3O H OCH3CH2
表IIa
通式2
R1E Q R4W R X1Y1m.p.(℃)
H - Q-3 CH3O H CH3O
H - Q-3 CH3O H OCH3O
H - Q-3 CH3O H OC2H5O
H - Q-3 CH3O H OCF2H O
H - Q-3 CH3O H CH3CH2
H - Q-3 CH3O H OCH3CH2
H - Q-3 CH3O H OC2H5CH2
H - Q-3 C2H5O H CH3O
H - Q-3 C2H5O H OCH3O
H - Q-3 C2H5O H OC2H5O
H - Q-3 C2H5O H CH3CH2
H - Q-3 C2H5O H OCH3CH2
H - Q-3 C2H5O H OC2H5CH2
H - Q-3 C2H5O H OCF2H CH2
H - Q-3 C2H5O H OCH3O
H - Q-3 C2H5O H OCH3O
5-CH3- Q-3 CH3O H OCH3O
5-CH3- Q-3 CH3O H OCH3CH2
5-Cl - Q-3 CH3O H OCH3O
5-Cl - Q-3 CH3O H OCH3O
5-Cl - Q-3 CH3O H CH3O
5-OCH3- Q-3 CH3O H OCH3O
5-OCH3- Q-3 CH3O H CH3O
5-OC2H5- Q-3 CH3O H OCH3O
5-OC2H5- Q-3 CH3O H CH3O
5-SCH3- Q-3 CH3O H OCH3O
5-SCH3- Q-3 CH3O H CH3O
5-SC2H5- Q-3 CH3O H OCH3O
5-SC2H5- Q-3 CH3O H CH3O
5-OCF2H - Q-3 CH3O H OCH3O
5-OCF2H - Q-3 CH3O H CH3O
5-SCF2H - Q-3 CH3O H OCH3O
表IIa(续)
R1E Q R4W R X1Y1m.p.(℃)
5-SCF2H - Q-3 CH3O H CH3O
H - Q-4 CH3O H CH3O
H - Q-4 CH3O H OCH3O
H - Q-4 CH3O H OC2H5O
H - Q-4 CH3O H OCF2H O
H - Q-4 CH3O H CH3CH2
H - Q-4 CH3O H OCH3CH2
H - Q-4 CH3O H OC2H5CH2
H - Q-4 CH3O H OCF2H CH2
H - Q-4 C2H5O H CH3O
H - Q-4 C2H5O H OCH3O
H - Q-4 C2H5O H OC2H5O
H - Q-4 C2H5O H OCF2H O
H - Q-4 C2H5O H CH3CH2
H - Q-4 C2H5O H OCH3CH2
H - Q-4 C2H5O H OC2H5CH2
H - Q-4 C2H5O H OCF2H CH2
6-CH3- Q-3 CH3O H OCH3CH2
6-CH3- Q-3 CH3O H OCH3O
6-CH3- Q-3 CH3O H CH3O
6-Cl - Q-3 CH3O H OCH3CH2
6-Cl - Q-3 CH3O H OCH3O
6-Cl - Q-3 CH3O H CH3O
6-CH3- Q-4 CH3O H OCH3CH2
6-CH3- Q-4 CH3O H OCH3O
6-CH3- Q-4 CH3O H CH3O
6-Cl - Q-4 CH3O H OCH3CH2
6-Cl - Q-4 CH3O H OCH3O
6-Cl - Q-4 CH3O H CH3O
表IIb
通式2
R1E Q R5W R X1Y1m.p.(℃)
H - Q-5 CH3O H OCH3O
H - Q-5 CH3O H OCH3CH2
H - Q-5 CH3O H CH3O
H - Q-5 C2H5O H OCH3O
H - Q-5 C2H5O H OCH3CH2
H - Q-5 C2H5O H CH3O
5-CH3- Q-5 CH3O H OCH3O
5-CH3- Q-5 CH3O H OCH3CH2
5-CH3- Q-5 CH3O H CH3O
5-Cl - Q-5 CH3O H OCH3O
5-Cl - Q-5 CH3O H OCH3CH2
5-Cl - Q-5 CH3O H CH3O
6-CH3- Q-5 CH3O H OCH3O
6-CH3- Q-5 CH3O H OCH3CH2
6-CH3- Q-5 CH3O H CH3O
6-Cl - Q-5 CH3O H OCH3O
6-Cl - Q-5 CH3O H OCH3CH2
6-Cl - Q-5 CH3O H CH3O
5-F - Q-5 CH3O H OCH3O
5-F - Q-5 CH3O H OCH3CH2
5-F - Q-5 CH3O H CH3O
5-OCH3- Q-5 CH3O H OCH3O
5-OCH3- Q-5 CH3O H OCH3CH2
5-OCH3- Q-5 CH3O H CH3O
表III
通式3
R1E Q R3R4R5W R X1m.p.(℃)
H - Q-1 CH3- - O H CH3
H - Q-1 CH3- - O H OCH3
H - Q-1 CH3- - O H OC2H5
H - Q-1 CH3- - O H OCF2H
H - Q-1 C2H5- - O H CH3
H - Q-1 C2H5- - O H OCH3
H - Q-1 C2H5- - O H OC2H5
H - Q-2 CH3- - O H CH3
H - Q-2 CH3- - O H OCH3
H - Q-2 CH3- - O H OC2H5
H - Q-2 C2H5- - O H OCH3
H - Q-2 C2H5- - O H CH3
H - Q-3 - CH3- O H OC2H5
H - Q-3 - CH3- O H OCH3
H - Q-3 - CH3- O H CH3
H - Q-3 - C2H5- O H CH3
H - Q-3 - C2H5- O H OCH3
6-CH3- Q-1 CH3- - O H OCH3
6-CH3- Q-1 CH3- - O H CH3
6-Cl - Q-1 CH3- - O H CH3
6-Cl - Q-1 CH3- - O H OCH3
H - Q-4 - - CH3O H OCH3
H - Q-5 - - CH3O H OCH3
H - Q-5 - - CH3O H CH3
H - Q-6 - - CH3O H OCH3
H - Q-7 - - CH3O H OCH3
表IV
通式4
R1E Q R3R4R5W R X1Y3m.p.(℃)
H - Q-1 CH3- - O H CH3H
H - Q-1 CH3- - O H OCH3H
H - Q-1 CH3- - O H OC2H5H
H - Q-1 CH3- - O H CH3CH3
H - Q-1 CH3- - O H OCH3CH3
H - Q-1 CH3- - O H OCF2H CH3
H - Q-1 C2H5- - O H CH3H
H - Q-1 C2H5- - O H OCH3H
H - Q-1 C2H5- - O H CH3CH3
H - Q-2 CH3- - O H OCH3CH3
H - Q-2 CH3- - O H OCH3H
H - Q-2 CH3- - O H CH3H
H - Q-2 CH3- - O H OCH3CH3
H - Q-2 CH3- - O H CH3CH3
H - Q-3 - CH3- O H OCH3CH3
H - Q-3 - CH3- O H OCH3CH3
H - Q-3 - C2H5- O H CH3CH3
H - Q-3 - C2H5- O H OCH3H
H - Q-4 - CH3- O H OCH3H
H - Q-5 - - CH3O H OCH3H
H - Q-5 - - CH3O H OCH3CH3
H - Q-5 - - CH3O H CH3H
5-Cl - Q-5 - - CH3O H CH3H
6-CH3- Q-5 - - CH3O H OCH3H
表V
通式5
R1E Q R3R4R5W R X2Y2m.p.(℃)
H - Q-1 CH3- - O H CH3OCH3
H - Q-1 CH3- - O H CH2CF3OCH3
H - Q-1 CH3- - O H CH3SC2H5
H - Q-1 CH3- - O H CH3SCH3
H - Q-1 CH3- - O H CH3OC2H5
H - Q-1 C2H5- - O H CH3SCH3
H - Q-1 C2H5- - O H CH3OCH3
H - Q-2 CH3- - O H CH3OCH3
H - Q-2 CH(CH3)2- - O H CH3OCH3
H - Q-3 - CH3- O H CH3SCH3
H - Q-3 - CH3- O H CH3SC2H5
H - Q-3 - C2H5- O H CH3SCH3
H - Q-3 - CF3- O H CH3SCH3
H - Q-4 - CH3- O H CH3SCH3
6-CH3- Q-4 - CH3- O H CH3SCH3
6-Cl - Q-4 - CH3- O H CH3SCH3
H - Q-5 - - CH3O H CH3SCH3
H - Q-6 - - CH3O H CH3SCH3
H - Q-7 - - CH3O H CH3SCH3
6-CH3- Q-1 CH3- - O H CH3SCH3
5-Cl - Q-1 CH3- - O H CH3SCH3
表V
通式6
R1E Q R3R4R5W R X3m.p.(℃)
H - Q-1 CH3- - O H CH3
H - Q-1 CH3- - O H OCH3
H - Q-1 C2H5- - O H CH3
H - Q-1 C2H5- - O H OCH3
H - Q-2 CH3- - O H CH3
H - Q-2 C2H5- - O H CH3
H - Q-3 - CH3- O H CH3
H - Q-3 - CH3- O H OCH3
H - Q-3 - C2H5- O H CH3
H - Q-3 - C2H5- O H OCH3
H - Q-3 - CH(CH3)2- O H OCH3
H - Q-3 - CH2Cl - O H OCH3
H - Q-3 - CF3- O H OCH3
H - Q-4 - CH3- O H OCH3
6-CH3- Q-1 CH3- - O H OCH3
6-Cl - Q-1 CH3- - O H OCH3
5-Cl - Q-1 CH3- - O H OCH3
H - Q-5 - - CH3O H OCH3
H - Q-5 - - CH3O H CH3
H - Q-6 - - CH3O H OCH3
H - Q-6 - - CH3O H CH3
H - Q-7 - - CH3O H OCH3
表VII
通式7
R1E Q R3R4R5W R X4Y4Z1m.p.(℃)
H - Q-1 CH3- - O H CH3CH3N
H - Q-1 CH3- - O H OCH3CH3N
H - Q-1 CH3- - O H OC2H5CH3N
H - Q-1 CH3- - O H CH2OCH3CH3N
H - Q-1 CH3- - O H Cl CH3N
H - Q-1 CH3- - O H CH3OCH3N
H - Q-1 CH3- - O H OCH3OCH3N
H - Q-1 CH3- - O H OC2H5OCH3N
H - Q-1 CH3- - O H CH2OCH3OCH3N
H - Q-1 CH3- - O H Cl OCH3N
H - Q-1 CH3- - O H CH3CH3CH
H - Q-1 CH3- - O H OCH3CH3CH
H - Q-1 CH3- - O H OC2H5CH3CH
H - Q-1 CH3- - O H CH2OCH3CH3CH
H - Q-1 CH3- - O H Cl CH3CH
H - Q-1 CH3- - O H CH3OCH3CH
H - Q-1 CH3- - O H OCH3OCH3CH
H - Q-1 CH3- - O H OC2H5OCH3CH
H - Q-1 CH3- - O H CH2OCH3OCH3CH
H - Q-1 CH3- - O H Cl OCH3CH
H - Q-1 CH3- - O H OCH3OC2H5CH
H - Q-1 CH3- - O H OCH3Cl CH
H - Q-1 CH3- - O H CH3OC2H5CH
H - Q-1 CH3- - O H CH3Cl CH
6-CH3- Q-1 CH3- - O H CH3CH3CH
6-CH3- Q-1 CH3- - O H OCH3OCH3CH
6-CH3- Q-1 CH3- - O H CH3OCH3CH
5-CH3- Q-1 CH3- - O H CH3OCH3CH
5-CH3- Q-1 CH3- - O H OCH3OCH3CH
5-CH3- Q-1 CH3- - O H CH3CH3CH
表VII(续)
R1E Q R3R4R5W R X4Y4Z1m.p.(℃)
5-OCH3- Q-1 CH3- - O H CH3CH3CH
5-OCH3- Q-1 CH3- - O H OCH3CH3CH
5-OCH3- Q-1 CH3- - O H OCH3OCH3CH
H - Q-3 - CH3- O H CH3CH3CH
H - Q-3 - CH3- O H OCH3OCH3CH
H - Q-3 - CH3- O H CH3OCH3CH
H - Q-3 - CH3- O H OCH3CH3CH
6-CH3- Q-3 - CH3- O H OCH3OCH3CH
6-CH3- Q-3 - CH3- O H OCH3OCH3N
5-Cl - Q-3 - CH3- O H OCH3OCH3CH
5-Cl - Q-3 - CH3- O H OCH3CH3CH
5-OCH3- Q-3 - CH3- O H OCH3OCH3CH
5-OCH3- Q-3 - CH3- O H CH3OCH3CH
5-OCH3- Q-3 - CH3- O H OCH3CH3CH
H - Q-4 - CH3- O H OCH3OCH3CH
H - Q-4 - CH3- O H CH3CH3CH
H - Q-5 - - CH3O H CH3CH3CH
H - Q-5 - - CH3O H CH3OCH3CH
H - Q-6 - - CH3O H CH3OCH3CH
H - Q-7 - - CH3O H CH3OCH3CH
表VIII
通式8
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 CH3- - O H CH3CH3CH
H 0 - Q-1 CH3- - O H OCH3CH3CH
H 0 - Q-1 CH3- - O H Cl OCH3CH
H 0 - Q-1 CH3- - O H CH3OCH3N
H 0 - Q-1 CH3- - O H OCH3OCH3N
H 0 - Q-1 C2H5- - O H OCH3CH3CH
H 0 - Q-1 C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C2H5- - O H Cl OCH3CH
H 0 - Q-1 C2H5- - O H CH3CH3CH
H 0 - Q-1 C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3CH
H 0 - Q-2 CH3- - O H OCH3CH3CH
H 0 - Q-2 CH3- - O H Cl OCH3CH
H 0 - Q-2 CH3- - O H CH3CH3CH
H 0 - Q-2 CH3- - O H OCH3CH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-2 C2H5- - O H CH3CH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3CH
H 0 - Q-2 C2H5- - O H Cl OCH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3CH
H 0 - Q-3 - CH3- O H Cl OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3N
H 0 - Q-3 - C2H5- O H CH3CH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3CH
H 0 - Q-3 - C2H5- O H Cl OCH3CH
表VIII(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 - C2H5- O H OCH3OCH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H CH3OCH3CH
H 0 - Q-3 - CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 - CH2Cl - O H Cl OCH3CH
H 0 - Q-3 - CH2Cl - O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H OCH3OCH3N
H 0 - Q-3 - CF3- O H CH3CH3CH
H 0 - Q-3 - CF3- O H OCH3OCH3CH
H 0 - Q-3 - CF3- O H OCH3CH3CH
H 0 - Q-3 - CF3- O H CH3OCH3N
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 - OCH3- O H OCH3OCH3CH
H 0 - Q-3 - OCH3- O H CH3OCH3CH
H 0 - Q-3 - OCH3- O H Cl CH3CH
H 0 - Q-3 - OCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3N
H 0 - Q-3 - N(CH3)2- O H CH3CH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3CH3N
H 0 - Q-4 - CH3- O H OCH3CH3CH
H 0 - Q-4 - CH3- O H OCH3OCH3CH
H 0 - Q-4 - CH3- O H CH3CH3CH
H 0 - Q-5 - - CH3O H CH3CH3CH
H 0 - Q-5 - - CH3O H OCH3CH3CH
H 0 - Q-5 - - CH3O H OCH3OCH3CH
表VIII(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-5 - - CH3O H Cl OCH3CH
H 0 - Q-5 - - CH3O H CH3OCH3CH
H 0 - Q-5 - - C2H5O H CH3OCH3CH
H 0 - Q-5 - - C2H5O H Cl OCH3CH
H 0 - Q-5 - - C2H5O H CH3CH3CH
H 0 - Q-5 - - C2H5O H OCH3OCH3CH
H 0 - Q-5 - - C2H5O H OCH3CH3N
3-CH30 - Q-1 CH3- - O H OCH3CH3CH
3-CH30 - Q-1 CH3- - O H OCH3OCH3CH
3-CH30 - Q-1 CH3- - O H Cl OCH3CH
3-CH30 - Q-1 CH3- - O H CH3CH3CH
3-CH30 - Q-1 CH3- - O H OCH3CH3N
3-Cl 0 - Q-1 CH3- - O H OCH3CH3N
3-Cl 0 - Q-1 CH3- - O H OCH3CH3CH
3-Cl 0 - Q-1 CH3- - O H OCH3OCH3CH
3-Cl 0 - Q-1 CH3- - O H Cl OCH3CH
3-Cl 0 - Q-1 CH3- - O H CH3CH3CH
3-Cl 0 - Q-2 CH3- - O H OCH3OCH3CH
3-Cl 0 - Q-2 CH3- - O H Cl OCH3CH
H 1 - Q-1 CH3- - O H Cl OCH3CH
H 1 - Q-1 CH3- - O H OCH3OCH3CH
H 1 - Q-1 CH3- - O H CH3CH3CH
H 1 - Q-5 - - CH3O H CH3CH3CH
H 1 - Q-5 - - CH3O H OCH3OCH3CH
H 1 - Q-5 - - CH3O H Cl OCH3CH
表IX
通式9
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 CH3- - O H CH3CH3CH
H 0 - Q-1 CH3- - O H OCH3CH3CH
H 0 - Q-1 CH3- - O H Cl OCH3CH
H 0 - Q-1 CH3- - O H CH3OCH3N
H 0 - Q-1 CH3- - O H OCH3OCH3N
H 0 - Q-1 C2H5- - O H OCH3CH3CH
H 0 - Q-1 C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C2H5- - O H Cl OCH3CH
H 0 - Q-1 C2H5- - O H CH3CH3CH
H 0 - Q-1 C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3CH
H 0 - Q-2 CH3- - O H OCH3CH3CH
H 0 - Q-2 CH3- - O H Cl OCH3CH
H 0 - Q-2 CH3- - O H CH3CH3CH
H 0 - Q-2 CH3- - O H OCH3CH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-2 C2H5- - O H CH3CH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3CH
H 0 - Q-2 C2H5- - O H Cl OCH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3CH
H 0 - Q-3 - CH3- O H Cl OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3N
H 0 - Q-3 - C2H5- O H CH3CH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3CH
H 0 - Q-3 - C2H5- O H Cl OCH3CH
表IX(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 - C2H5- O H OCH3OCH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H CH3OCH3CH
H 0 - Q-3 - CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 - CH2Cl - O H Cl OCH3CH
H 0 - Q-3 - CH2Cl - O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H OCH3OCH3N
H 0 - Q-3 - CF3- O H CH3CH3CH
H 0 - Q-3 - CF3- O H OCH3OCH3CH
H 0 - Q-3 - CF3- O H OCH3CH3CH
H 0 - Q-3 - CF3- O H CH3OCH3N
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 - OCH3- O H OCH3OCH3CH
H 0 - Q-3 - OCH3- O H CH3OCH3CH
H 0 - Q-3 - OCH3- O H Cl CH3CH
H 0 - Q-3 - OCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3N
H 0 - Q-3 - N(CH3)2- O H CH3CH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3CH3N
H 0 - Q-4 - CH3- O H OCH3CH3N
H 0 - Q-4 - CH3- O H OCH3CH3CH
H 0 - Q-4 - CH3- O H OCH3OCH3CH
H 0 - Q-4 - CH3- O H Cl OCH3CH
H 0 - Q-4 - CH3- O H CH3CH3CH
表IX(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-5 - - CH3O H CH3CH3CH
H 0 - Q-5 - - CH3O H OCH3CH3CH
H 0 - Q-5 - - CH3O H OCH3OCH3CH
H 0 - Q-5 - - CH3O H Cl OCH3CH
H 0 - Q-5 - - CH3O H CH3OCH3N
4-CH30 - Q-1 CH3- - O H CH3CH3CH
4-CH30 - Q-1 CH3- - O H CH3OCH3CH
4-CH30 - Q-1 CH3- - O H OCH3OCH3CH
4-CH30 - Q-1 CH3- - O H Cl OCH3CH
4-CH30 - Q-1 CH3- - O H CH3OCH3N
4-Br 0 - Q-1 CH3- - O H CH3CH3CH
4-Br 0 - Q-1 CH3- - O H CH3OCH3CH
4-Br 0 - Q-1 CH3- - O H OCH3OCH3CH
4-Br 0 - Q-1 CH3- - O H Cl OCH3CH
4-Cl 0 - Q-1 CH3- - O H CH3OCH3N
4-Cl 0 - Q-1 CH3- - O H CH3OCH3CH
4-Cl 0 - Q-1 CH3- - O H OCH3OCH3CH
4-Cl 0 - Q-1 CH3- - O H Cl OCH3CH
4-Cl 0 - Q-1 CH3- - O H CH3CH3CH
4-CH30 - Q-2 CH3- - O H CH3CH3CH
4-CH30 - Q-2 CH3- - O H CH3OCH3CH
4-CH30 - Q-2 CH3- - O H OCH3OCH3CH
4-CH30 - Q-2 CH3- - O H Cl OCH3CH
4-CH30 - Q-5 - - CH3O H Cl OCH3CH
4-CH30 - Q-5 - - CH3O H OCH3OCH3CH
4-CH30 - Q-5 - - CH3O H CH3OCH3CH
4-CH30 - Q-5 - - CH3O H CH3CH3CH
表X
通式10
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 CH3- - O H CH3CH3CH
H 0 - Q-1 CH3- - O H OCH3CH3CH
H 0 - Q-1 CH3- - O H Cl OCH3CH
H 0 - Q-1 CH3- - O H CH3OCH3N
H 0 - Q-1 CH3- - O H OCH3OCH3N
H 0 - Q-1 C2H5- - O H OCH3CH3CH
H 0 - Q-1 C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C2H5- - O H Cl OCH3CH
H 0 - Q-1 C2H5- - O H CH3CH3CH
H 0 - Q-1 C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3CH
H 0 - Q-2 CH3- - O H OCH3CH3CH
H 0 - Q-2 CH3- - O H Cl OCH3CH
H 0 - Q-2 CH3- - O H CH3CH3CH
H 0 - Q-2 CH3- - O H OCH3CH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-2 C2H5- - O H CH3CH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3CH
H 0 - Q-2 C2H5- - O H Cl OCH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3CH
H 0 - Q-3 - CH3- O H Cl OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3N
H 0 - Q-3 - C2H5- O H CH3CH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3CH
H 0 - Q-3 - C2H5- O H Cl OCH3CH
表X(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 - C2H5- O H OCH3OCH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H CH3OCH3CH
H 0 - Q-3 - CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 - CH2Cl - O H Cl OCH3CH
H 0 - Q-3 - CH2Cl - O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H OCH3OCH3N
H 0 - Q-3 - CF3- O H CH3CH3CH
H 0 - Q-3 - CF3- O H OCH3OCH3CH
H 0 - Q-3 - CF3- O H OCH3CH3CH
H 0 - Q-3 - CF3- O H CH3OCH3N
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 - OCH3- O H OCH3OCH3CH
H 0 - Q-3 - OCH3- O H CH3OCH3CH
H 0 - Q-3 - OCH3- O H Cl CH3CH
H 0 - Q-3 - OCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3N
H 0 - Q-3 - N(CH3)2- O H CH3CH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3CH3N
H 0 - Q-4 - CH3- O H OCH3CH3N
H 0 - Q-4 - CH3- O H OCH3CH3CH
H 0 - Q-4 - CH3- O H OCH3OCH3CH
H 0 - Q-4 - CH3- O H Cl OCH3CH
H 0 - Q-4 - CH3- O H CH3CH3CH
表X(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-5 - CH3CH3O H CH3CH3CH
H 0 - Q-5 - CH3CH3O H CH3OCH3CH
H 0 - Q-5 - CH3CH3O H OCH3OCH3CH
H 0 - Q-5 - CH3CH3O H Cl OCH3CH
表XI
通式11
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 C6H5CH3- - O H CH3CH3CH
H 0 - Q-1 C6H5CH3- - O H OCH3CH3CH
H 0 - Q-1 C6H5CH3- - O H Cl OCH3CH
H 0 - Q-1 C6H5CH3- - O H CH3OCH3N
H 0 - Q-1 C6H5CH3- - O H OCH3OCH3N
H 0 - Q-1 C6H5C2H5- - O H OCH3CH3CH
H 0 - Q-1 C6H5C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C6H5C2H5- - O H Cl OCH3CH
H 0 - Q-1 C6H5C2H5- - O H CH3CH3CH
H 0 - Q-1 C6H5C2H5- - O H CH3OCH3N
H 0 - Q-2 C6H5CH3- - O H OCH3OCH3N
H 0 - Q-2 C6H5CH3- - O H OCH3OCH3CH
H 0 - Q-2 C6H5CH3- - O H OCH3CH3CH
H 0 - Q-2 C6H5CH3- - O H Cl OCH3CH
H 0 - Q-2 C6H5CH3- - O H CH3CH3CH
H 0 - Q-2 C6H5CH3- - O H OCH3CH3N
H 0 - Q-2 C6H5C2H5- - O H OCH3OCH3N
H 0 - Q-2 C6H5C2H5- - O H CH3CH3CH
H 0 - Q-2 C6H5C2H5- - O H CH3OCH3CH
H 0 - Q-2 C6H5C2H5- - O H Cl OCH3CH
H 0 - Q-2 C6H5C2H5- - O H CH3OCH3N
H 0 - Q-2 C6H5C2H5- - O H OCH3OCH3N
H 0 - Q-3 C6H5- CH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- CH3- O H Cl OCH3CH
H 0 - Q-3 C6H5- CH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- CH3- O H CH3OCH3N
H 0 - Q-3 C6H5- C2H5- O H CH3CH3CH
H 0 - Q-3 C6H5- C2H5- O H CH3OCH3CH
H 0 - Q-3 C6H5- C2H5- O H Cl OCH3CH
表XI(续)
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 C6H5- C2H5- O H OCH3OCH3CH
H 0 - Q-3 C6H5- C2H5- O H CH3OCH3N
H 0 - Q-3 C6H5- CH2Cl - O H CH3OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H Cl OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H CH3OCH3N
H 0 - Q-3 C6H5- CH2Cl - O H OCH3OCH3N
H 0 - Q-3 C6H5- CF3- O H CH3CH3CH
H 0 - Q-3 C6H5- CF3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CF3- O H OCH3CH3CH
H 0 - Q-3 C6H5- CF3- O H CH3OCH3N
H 0 - Q-3 C6H5- CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 C6H5- OCH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- OCH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- OCH3- O H Cl CH3CH
H 0 - Q-3 C6H5- OCH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- SCH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- SCH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- SCH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- SCH3- O H CH3OCH3N
H 0 - Q-3 C6H5- N(CH3)2- O H CH3CH3CH
H 0 - Q-3 C6H5- N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 C6H5- N(CH3)2- O H OCH3CH3N
H 0 - Q-5 C6H5- - CH3O H OCH3CH3N
H 0 - Q-5 C6H5- - CH3O H OCH3CH3CH
H 0 - Q-5 C6H5- - CH3O H OCH3OCH3CH
H 0 - Q-5 C6H5- - CH3O H Cl OCH3CH
H 0 - Q-5 C6H5- - CH3O H CH3CH3CH
表XI(续)
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 CH3CH3- - O H CH3CH3CH
H 0 - Q-1 CH3CH3- - O H OCH3CH3CH
H 0 - Q-1 CH3CH3- - O H Cl OCH3CH
H 0 - Q-1 CH3CH3- - O H CH3OCH3N
H 0 - Q-1 CH3CH3- - O H OCH3OCH3N
H 0 - Q-1 CH3C2H5- - O H OCH3CH3CH
H 0 - Q-1 CH3C2H5- - O H OCH3OCH3CH
H 0 - Q-1 CH3C2H5- - O H Cl OCH3CH
H 0 - Q-1 CH3C2H5- - O H CH3CH3CH
H 0 - Q-1 CH3C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3CH3- - O H OCH3OCH3N
H 0 - Q-2 CH3CH3- - O H OCH3OCH3CH
H 0 - Q-2 CH3CH3- - O H OCH3CH3CH
H 0 - Q-2 CH3CH3- - O H Cl OCH3CH
H 0 - Q-2 CH3CH3- - O H CH3CH3CH
H 0 - Q-2 CH3CH3- - O H OCH3CH3N
H 0 - Q-2 CH3C2H5- - O H OCH3OCH3N
H 0 - Q-2 CH3C2H5- - O H CH3CH3CH
H 0 - Q-2 CH3C2H5- - O H CH3OCH3CH
H 0 - Q-2 CH3C2H5- - O H Cl OCH3CH
H 0 - Q-2 CH3C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3C2H5- - O H OCH3OCH3N
H 0 - Q-3 CH3- CH3- O H CH3OCH3CH
H 0 - Q-3 CH3- CH3- O H Cl OCH3CH
H 0 - Q-3 CH3- CH3- O H OCH3OCH3CH
H 0 - Q-3 CH3- CH3- O H OCH3OCH3N
H 0 - Q-3 CH3- CH3- O H CH3OCH3N
H 0 - Q-3 CH3- C2H5- O H CH3CH3CH
H 0 - Q-3 CH3- C2H5- O H CH3OCH3CH
H 0 - Q-3 CH3- C2H5- O H Cl OCH3CH
表XI(续)
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 CH3- C2H5- O H OCH3OCH3CH
H 0 - Q-3 CH3- C2H5- O H CH3OCH3N
H 0 - Q-3 CH3- CH2Cl - O H CH3OCH3CH
H 0 - Q-3 CH3- CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 CH3- CH2Cl - O H Cl OCH3CH
H 0 - Q-3 CH3- CH2Cl - O H CH3OCH3N
H 0 - Q-3 CH3- CH2Cl - O H OCH3OCH3N
H 0 - Q-3 CH3- CF3- O H CH3CH3CH
H 0 - Q-3 CH3- CF3- O H OCH3OCH3CH
H 0 - Q-3 CH3- CF3- O H OCH3CH3CH
H 0 - Q-3 CH3- CF3- O H CH3OCH3N
H 0 - Q-3 CH3- CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 CH3- CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 CH3- CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 CH3- CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 CH3- OCH3- O H OCH3OCH3CH
H 0 - Q-3 CH3- OCH3- O H CH3OCH3CH
H 0 - Q-3 CH3- OCH3- O H Cl CH3CH
H 0 - Q-3 CH3- OCH3- O H OCH3OCH3N
H 0 - Q-3 CH3- SCH3- O H CH3OCH3CH
H 0 - Q-3 CH3- SCH3- O H OCH3OCH3CH
H 0 - Q-3 CH3- SCH3- O H OCH3OCH3N
H 0 - Q-3 CH3- SCH3- O H CH3OCH3N
H 0 - Q-3 CH3- N(CH3)2- O H CH3CH3CH
H 0 - Q-3 CH3- N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 CH3- N(CH3)2- O H OCH3CH3N
H 0 - Q-5 CH3- - CH3O H OCH3CH3N
表XII
通式12
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 C6H5CH3- - O H CH3CH3CH
H 0 - Q-1 C6H5CH3- - O H OCH3CH3CH
H 0 - Q-1 C6H5CH3- - O H Cl OCH3CH
H 0 - Q-1 C6H5CH3- - O H CH3OCH3N
H 0 - Q-1 C6H5CH3- - O H OCH3OCH3N
H 0 - Q-1 C6H5C2H5- - O H OCH3CH3CH
H 0 - Q-1 C6H5C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C6H5C2H5- - O H Cl OCH3CH
H 0 - Q-1 C6H5C2H5- - O H CH3CH3CH
H 0 - Q-1 C6H5C2H5- - O H CH3OCH3N
H 0 - Q-2 C6H5CH3- - O H OCH3OCH3N
H 0 - Q-2 C6H5CH3- - O H OCH3OCH3CH 232-233
H 0 - Q-2 C6H5CH3- - O H OCH3CH3CH 193-195
H 0 - Q-2 C6H5CH3- - O H Cl OCH3CH 195-198
H 0 - Q-2 C6H5CH3- - O H CH3CH3CH 165-170
H 0 - Q-2 C6H5CH3- - O H OCH3CH3N 140-145
H 0 - Q-2 C6H5C2H5- - O H OCH3OCH3N 195-196
H 0 - Q-2 C H5C2H5- - O H CH3CH3CH
H 0 - Q-2 C6H5C2H5- - O H CH3OCH3CH
H 0 - Q-2 C6H5C2H5- - O H Cl OCH3CH
H 0 - Q-2 C6H5C2H5- - O H CH3OCH3N
H 0 - Q-2 C6H5C2H5- - O H OCH3OCH3N
H 0 - Q-3 C6H5- CH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- CH3- O H Cl OCH3CH
H 0 - Q-3 C6H5- CH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- CH3- O H CH3OCH3N
H 0 - Q-3 C6H5- C2H5- O H CH3CH3CH
H 0 - Q-3 C6H5- C2H5- O H CH3OCH3CH
H 0 - Q-3 C6H5- C2H5- O H Cl OCH3CH
表XII(续)
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 C6H5- C2H5- O H OCH3OCH3CH
H 0 - Q-3 C6H5- C2H5- O H CH3OCH3N
H 0 - Q-3 C6H5- CH2Cl - O H CH3OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H Cl OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H CH3OCH3N
H 0 - Q-3 C6H5- CH2Cl - O H OCH3OCH3N
H 0 - Q-3 C6H5- CF3- O H CH3CH3CH
H 0 - Q-3 C6H5- CF3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CF3- O H OCH3CH3CH
H 0 - Q-3 C6H5- CF3- O H CH3OCH3N
H 0 - Q-3 C6H5- CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 C6H5- OCH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- OCH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- OCH3- O H Cl CH3CH
H 0 - Q-3 C6H5- OCH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- SCH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- SCH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- SCH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- SCH3- O H CH3OCH3N
H 0 - Q-3 C6H5- N(CH3)2- O H CH3CH3CH
H 0 - Q-3 C6H5- N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 C6H5- N(CH3)2- O H OCH3CH3N
表XII(续)
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 CH3CH3- - O H CH3CH3CH
H 0 - Q-1 CH3CH3- - O H OCH3CH3CH
H 0 - Q-1 CH3CH3- - O H Cl OCH3CH
H 0 - Q-1 CH3CH3- - O H CH3OCH3N
H 0 - Q-1 CH3CH3- - O H OCH3OCH3N
H 0 - Q-1 CH3C2H5- - O H OCH3CH3CH
H 0 - Q-1 CH3C2H5- - O H OCH3OCH3CH
H 0 - Q-1 CH3C2H5- - O H Cl OCH3CH
H 0 - Q-1 CH3C2H5- - O H CH3CH3CH
H 0 - Q-1 CH3C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3CH3- - O H OCH3OCH3N
H 0 - Q-2 CH3CH3- - O H OCH3OCH3CH
H 0 - Q-2 CH3CH3- - O H OCH3CH3CH
H 0 - Q-2 CH3CH3- - O H Cl OCH3CH
H 0 - Q-2 CH3CH3- - O H CH3CH3CH
H 0 - Q-2 CH3CH3- - O H OCH3CH3N
H 0 - Q-2 CH3C2H5- - O H OCH3OCH3N
H 0 - Q-2 CH3C2H5- - O H CH3CH3CH
H 0 - Q-2 CH3C2H5- - O H CH3OCH3CH
H 0 - Q-2 CH3C2H5- - O H Cl OCH3CH
H 0 - Q-2 CH3C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3C2H5- - O H OCH3OCH3N
H 0 - Q-3 CH3- CH3- O H CH3OCH3CH
H 0 - Q-3 CH3- CH3- O H Cl OCH3CH
H 0 - Q-3 CH3- CH3- O H OCH3OCH3CH
H 0 - Q-3 CH3- CH3- O H OCH3OCH3N
H 0 - Q-3 CH3- CH3- O H CH3OCH3N
H 0 - Q-3 CH3- C2H5- O H CH3CH3CH
H 0 - Q-3 CH3- C2H5- O H CH3OCH3CH
H 0 - Q-3 CH3- C2H5- O H Cl OCH3CH
表XII(续)
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 CH3- C2H5- O H OCH3OCH3CH
H 0 - Q-3 CH3- C2H5- O H CH3OCH3N
H 0 - Q-3 CH3- CH2Cl - O H CH3OCH3CH
H 0 - Q-3 CH3- CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 CH3- CH2Cl - O H Cl OCH3CH
H 0 - Q-3 CH3- CH2Cl - O H CH3OCH3N
H 0 - Q-3 CH3- CH2Cl - O H OCH3OCH3N
H 0 - Q-3 CH3- CF3- O H CH3CH3CH
H 0 - Q-3 CH3- CF3- O H OCH3OCH3CH
H 0 - Q-3 CH3- CF3- O H OCH3CH3CH
H 0 - Q-3 CH3- CF3- O H CH3OCH3N
H 0 - Q-3 CH3- CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 CH3- CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 CH3- CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 CH3- CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 CH3- OCH3- O H OCH3OCH3CH
H 0 - Q-3 CH3- OCH3- O H CH3OCH3CH
H 0 - Q-3 CH3- OCH3- O H Cl CH3CH
H 0 - Q-3 CH3- OCH3- O H OCH3OCH3N
H 0 - Q-3 CH3- SCH3- O H CH3OCH3CH
H 0 - Q-3 CH3- SCH3- O H OCH3OCH3CH
H 0 - Q-3 CH3- SCH3- O H OCH3OCH3N
H 0 - Q-3 CH3- SCH3- O H CH3OCH3N
H 0 - Q-3 CH3- N(CH3)2- O H CH3CH3CH
H 0 - Q-3 CH3- N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 CH3- N(CH3)2- O H OCH3CH3N
H 0 - Q-5 CH3- - CH3O H OCH3CH3N
H 0 - Q-5 CH3- - CH3O H OCH3CH3CH
H 0 - Q-5 CH3- - CH3O H OCH3OCH3CH
H 0 - Q-5 CH3- - CH3O H Cl OCH3CH
H 0 - Q-5 CH3- - CH3O H CH3CH3CH
表XIII
通式13
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 C6H5CH3- - O H CH3CH3CH
H 0 - Q-1 C6H5CH3- - O H OCH3CH3CH
H 0 - Q-1 C6H5CH3- - O H Cl OCH3CH
H 0 - Q-1 C6H5CH3- - O H CH3OCH3N
H 0 - Q-1 C6H5CH3- - O H OCH3OCH3N
H 0 - Q-1 C6H5C2H5- - O H OCH3CH3CH
H 0 - Q-1 C6H5C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C6H5C2H5- - O H Cl OCH3CH
H 0 - Q-1 C6H5C2H5- - O H CH3CH3CH
H 0 - Q-1 C6H5C2H5- - O H CH3OCH3N
H 0 - Q-2 C6H5CH3- - O H OCH3OCH3N
H 0 - Q-2 C6H5CH3- - O H OCH3OCH3CH
H 0 - Q-2 C6H5CH3- - O H OCH3CH3CH
H 0 - Q-2 C6H5CH3- - O H Cl OCH3CH
H 0 - Q-2 C6H5CH3- - O H CH3CH3CH
H 0 - Q-2 C6H5CH3- - O H OCH3CH3N
H 0 - Q-2 C6H5C2H5- - O H OCH3OCH3N
H 0 - Q-2 C H5C2H5- - O H CH3CH3CH
H 0 - Q-2 C6H5C2H5- - O H CH3OCH3CH
H 0 - Q-2 C6H5C2H5- - O H Cl OCH3CH
H 0 - Q-2 C6H5C2H5- - O H CH3OCH3N
H 0 - Q-2 C6H5C2H5- - O H OCH3OCH3N
H 0 - Q-3 C6H5- CH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- CH3- O H Cl OCH3CH
H 0 - Q-3 C6H5- CH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- CH3- O H CH3OCH3N
H 0 - Q-3 C6H5- C2H5- O H CH3CH3CH
H 0 - Q-3 C6H5- C2H5- O H CH3OCH3CH
H 0 - Q-3 C6H5- C2H5- O H Cl OCH3CH
表XIII(续)
R1n E Q R2R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 C6H5- C2H5- O H OCH3OCH3CH
H 0 - Q-3 C6H5- C2H5- O H CH3OCH3N
H 0 - Q-3 C6H5- CH2Cl - O H CH3OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H Cl OCH3CH
H 0 - Q-3 C6H5- CH2Cl - O H CH3OCH3N
H 0 - Q-3 C6H5- CH2Cl - O H OCH3OCH3N
H 0 - Q-3 C6H5- CF3- O H CH3CH3CH
H 0 - Q-3 C6H5- CF3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CF3- O H OCH3CH3CH
H 0 - Q-3 C6H5- CF3- O H CH3OCH3N
H 0 - Q-3 C6H5- CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 C6H5- CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 C6H5- OCH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- OCH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- OCH3- O H Cl CH3CH
H 0 - Q-3 C6H5- OCH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- SCH3- O H CH3OCH3CH
H 0 - Q-3 C6H5- SCH3- O H OCH3OCH3CH
H 0 - Q-3 C6H5- SCH3- O H OCH3OCH3N
H 0 - Q-3 C6H5- SCH3- O H CH3OCH3N
H 0 - Q-3 C6H5- N(CH3)2- O H CH3CH3CH
H 0 - Q-3 C6H5- N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 C6H5- N(CH3)2- O H OCH3CH3N
H 0 - Q-5 C6H5- - CH3O H OCH3CH3N
表XIV
通式14
R1n E Q R3R4W R X Y Z m.p.(℃)
H 0 - Q-1 CH3- O H CH3CH3CH
H 0 - Q-1 CH3- O H OCH3CH3CH
H 0 - Q-1 CH3- O H Cl OCH3CH
H 0 - Q-1 CH3- O H CH3OCH3N
H 0 - Q-1 CH3- O H OCH3OCH3N
H 0 - Q-1 C2H5- O H OCH3CH3CH
H 0 - Q-1 C2H5- O H OCH3OCH3CH
H 0 - Q-1 C2H5- O H Cl OCH3CH
H 0 - Q-1 C2H5- O H CH3CH3CH
H 0 - Q-1 C2H5- O H CH3OCH3N
H 0 - Q-2 CH3- O H OCH3OCH3N
H 0 - Q-2 CH3- O H OCH3OCH3CH
H 0 - Q-2 CH3- O H OCH3CH3CH
H 0 - Q-2 CH3- O H Cl OCH3CH
H 0 - Q-2 CH3- O H CH3CH3CH
H 0 - Q-2 CH3- O H OCH3CH3N
H 0 - Q-2 C2H5- O H OCH3OCH3N
H 0 - Q-2 C2H5- O H CH3CH3CH
H 0 - Q-2 C2H5- O H CH3OCH3CH
H 0 - Q-2 C2H5- O H Cl OCH3CH
H 0 - Q-2 C2H5- O H CH3OCH3N
H 0 - Q-2 C2H5- O H OCH3OCH3N
表XV
通式15
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 CH3- - O H CH3CH3CH
H 0 - Q-1 CH3- - O H OCH3CH3CH
H 0 - Q-1 CH3- - O H Cl OCH3CH
H 0 - Q-1 CH3- - O H CH3OCH3N
H 0 - Q-1 CH3- - O H OCH3OCH3N
H 0 - Q-1 C2H5- - O H OCH3CH3CH
H 0 - Q-1 C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C2H5- - O H Cl OCH3CH
H 0 - Q-1 C2H5- - O H CH3CH3CH
H 0 - Q-1 C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3CH 138-143
H 0 - Q-2 CH3- - O H OCH3CH3CH 155-159
H 0 - Q-2 CH3- - O H Cl OCH3CH 157-158
H 0 - Q-2 CH3- - O H CH3CH3CH 135-140
H 0 - Q-2 CH3- - O H OCH3CH3N
H 0 - Q-2 CH3- - O H OCH3OCH3N 75-78
H 0 - Q-2 C2H5- - O H CH3CH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3CH
H 0 - Q-2 C2H5- - O H Cl OCH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3CH
H 0 - Q-3 - CH3- O H Cl OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3N
H 0 - Q-3 - C2H5- O H CH3CH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3CH
H 0 - Q-3 - C2H5- O H Cl OCH3CH
表XV(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-3 - C2H5- O H OCH3OCH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H CH3OCH3CH
H 0 - Q-3 - CH2Cl - O H OCH3OCH3CH
H 0 - Q-3 - CH2Cl - O H Cl OCH3CH
H 0 - Q-3 - CH2Cl - O H CH3OCH3N
H 0 - Q-3 - CH2Cl - O H OCH3OCH3N
H 0 - Q-3 - CF3- O H CH3CH3CH
H 0 - Q-3 - CF3- O H OCH3OCH3CH
H 0 - Q-3 - CF3- O H OCH3CH3CH
H 0 - Q-3 - CF3- O H CH3OCH3N
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - CH(CH3)2- O H Cl OCH3CH
H 0 - Q-3 - CH(CH3)2- O H CH3OCH3N
H 0 - Q-3 - OCH3- O H OCH3OCH3CH
H 0 - Q-3 - OCH3- O H CH3OCH3CH
H 0 - Q-3 - OCH3- O H Cl CH3CH
H 0 - Q-3 - OCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3CH
H 0 - Q-3 - SCH3- O H OCH3OCH3N
H 0 - Q-3 - SCH3- O H CH3OCH3N
H 0 - Q-3 - N(CH3)2- O H CH3CH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3OCH3CH
H 0 - Q-3 - N(CH3)2- O H OCH3CH3N
H 0 - Q-4 - CH3- O H OCH3CH3N
H 0 - Q-4 - CH3- O H OCH3CH3CH
H 0 - Q-4 - CH3- O H OCH3OCH3CH
H 0 - Q-4 - CH3- O H Cl OCH3CH
H 0 - Q-4 - CH3- O H CH3CH3CH
表XV(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-5 - - CH3O H CH3CH3CH
H 0 - Q-5 - - CH3O H OCH3CH3CH
H 0 - Q-5 - - CH3O H OCH3OCH3CH
H 0 - Q-5 - - CH3O H Cl OCH3CH
表XVI
通式16
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-1 CH3- - O H CH3CH3CH
H 0 - Q-1 CH3- - O H OCH3CH3CH
H 0 - Q-1 CH3- - O H Cl OCH3CH
H 0 - Q-1 CH3- - O H CH3OCH3N
H 0 - Q-1 CH3- - O H OCH3OCH3N
H 0 - Q-1 C2H5- - O H OCH3CH3CH
H 0 - Q-1 C2H5- - O H OCH3OCH3CH
H 0 - Q-1 C2H5- - O H Cl OCH3CH
H 0 - Q-1 C2H5- - O H CH3CH3CH
H 0 - Q-1 C2H5- - O H CH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3N
H 0 - Q-2 CH3- - O H OCH3OCH3CH
H 0 - Q-2 CH3- - O H OCH3CH3CH
H 0 - Q-2 CH3- - O H Cl OCH3CH
H 0 - Q-2 CH3- - O H CH3CH3CH
H 0 - Q-2 CH3- - O H OCH3CH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-2 C2H5- - O H CH3CH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3CH
H 0 - Q-2 C2H5- - O H Cl OCH3CH
H 0 - Q-2 C2H5- - O H CH3OCH3N
H 0 - Q-2 C2H5- - O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3CH
H 0 - Q-3 - CH3- O H Cl OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3CH
H 0 - Q-3 - CH3- O H OCH3OCH3N
H 0 - Q-3 - CH3- O H CH3OCH3N
H 0 - Q-3 - C2H5- O H CH3CH3CH
H 0 - Q-3 - C2H5- O H CH3OCH3CH
H 0 - Q-3 - C2H5- O H Cl OCH3CH
表XVI(续)
R1n E Q R3R4R5W R X Y Z m.p.(℃)
H 0 - Q-5 - - CH3O H Cl OCH3CH
H 0 - Q-5 - - CH3O H CH3OCH3CH
H 0 - Q-5 - - CH3O H OCH3OCH3CH
H 0 - Q-5 - - CH3O H CH3CH3CH
H 0 - Q-5 - - CH3O H OCH3CH3N
表XVII
通式17
m.p.
R1E Q G n R3W R X Y Z (℃)
H - Q-1 O 0 CH3O H OCH3OCH3CH
H - Q-1 S 0 CH3O H CH3OCH3CH
H - Q-1 SO 0 CH3O H CH3CH3CH
H - Q-1 SO20 CH3O H OCH3OCH3N
H - Q-1 O 1 CH3O H CH3OCH3N
H - Q-1 S 1 CH3O H OCH3OCH3CH
H - Q-1 SO 1 CH3O H OCH3OCH3CH
H - Q-1 SO21 CH3O H CH3OCH3CH
H - Q-1 O 2 CH3O H CH3OCH3N
H - Q-1 S 2 CH3O H OCH3OCH3N
H - Q-1 SO 2 CH3O H OCH3OCH3CH
H - Q-1 SO22 CH3O H OCH3OCH3CH
6-CH3- Q-1 O 0 CH3O H OCH3OCH3CH
6-CH3- Q-1 S 1 CH3O H CH3OCH3CH
6-CH3- Q-1 SO 2 CH3O H OCH3OCH3N
6-CH3- Q-1 SO21 CH3O H CH3OCH3N
5-Cl - Q-1 O 1 CH3O H OCH3OCH3CH
5-Cl - Q-1 S 2 CH3O H CH3OCH3CH
5-Cl - Q-1 SO 1 CH3O H OCH3OCH3N
5-Cl - Q-1 SO22 CH3O H CH3OCH3N
H - Q-2 O 0 CH3O H CH3OCH3CH
H - Q-2 S 0 CH3O H OCH3OCH3CH
H - Q-2 SO 0 CH3O H CH3OCH3N
H - Q-2 SO20 CH3O H OCH3OCH3N
H - Q-2 O 1 CH3O H CH3OCH3CH
H - Q-2 S 1 CH3O H OCH3OCH3CH
H - Q-2 SO 1 CH3O H CH3OCH3N
H - Q-2 SO21 CH3O H OCH3OCH3N
H - Q-2 O 2 CH3O H CH3CH3CH
H - Q-2 S 2 CH3O H OCH3OCH3CH
H - Q-2 SO 2 CH3O H CH3CH3N
H - Q-2 SO22 CH3O H OCH3OCH3N
表XVIIa
通式17
m.p.
R1E Q G n R4W R X Y Z (℃)
H - Q-3 O 1 CH3O H CH3OCH3N
H - Q-3 S 1 CH3O H OCH3OCH3CH
H - Q-3 SO 1 CH3O H CH3OCH3CH
H - Q-3 SO21 CH3O H OCH3OCH3N
H - Q-3 O 2 CH3O H CH3OCH3CH
H - Q-3 S 2 CH3O H OCH3OCH3N
H - Q-3 SO 2 CH3O H CH3OCH3N
H - Q-3 SO22 CH3O H OCH3OCH3CH
H - Q-4 O 1 CH3O H CH3OCH3N
H - Q-4 S 1 CH3O H OCH3OCH3CH
H - Q-4 SO 1 CH3O H CH3OCH3CH
H - Q-4 SO21 CH3O H OCH3OCH3N
H - Q-4 O 2 CH3O H CH3OCH3N
H - Q-4 S 2 CH3O H OCH3OCH3CH
H - Q-4 SO 2 CH3O H CH3OCH3CH
H - Q-4 SO22 CH3O H OCH3OCH3N
表XVIIb
通式17
m.p.
R1E Q G n R5W R X Y Z (℃)
H - Q-5 O 1 CH3O H CH3OCH3CH
H - Q-5 S 1 CH3O H OCH3OCH3N
H - Q-5 SO 1 CH3O H CH3OCH3N
H - Q-5 SO21 CH3O H OCH3OCH3CH
H - Q-5 O 2 CH3O H CH3OCH3N
H - Q-5 S 2 CH3O H OCH3OCH3CH
H - Q-5 SO 2 CH3O H CH3OCH3CH
H - Q-5 SO22 CH3O H OCH3OCH3N
H - Q-6 O 1 CH3O H CH3OCH3N
H - Q-6 S 1 CH3O H OCH3OCH3CH
H - Q-6 SO 1 CH3O H CH3OCH3CH
H - Q-6 SO21 CH3O H OCH3OCH3N
H - Q-6 O 2 CH3O H CH3OCH3CH
H - Q-6 S 2 CH3O H OCH3OCH3N
H - Q-6 SO 2 CH3O H CH3OCH3N
H - Q-6 SO22 CH3O H OCH3OCH3CH
H - Q-7 O 1 CH3O H CH3OCH3CH
H - Q-7 S 1 CH3O H OCH3OCH3N
H - Q-7 SO 1 CH3O H CH3OCH3N
H - Q-7 SO21 CH3O H OCH3OCH3CH
H - Q-7 O 2 CH3O H CH3OCH3CH
H - Q-7 S 2 CH3O H OCH3OCH3N
H - Q-7 SO 2 CH3O H CH3OCH3N
H - Q-7 SO22 CH3O H OCH3OCH3CH
制剂
式Ⅰ化合物实用的制剂可用传统的方法配制。包括粉剂、颗粒剂、丸剂、溶液、悬浮剂、乳剂、可湿性粉剂、乳油等等。其中许多可以直接使用。喷雾制剂可以扩散到适当的介质中,每公顷的喷雾量从几升到几百升。高强度组合物主要用作进一步制剂的中间体。制剂大约含有0.1%至99%(按重量计)的活性组分,并至少包括(a)和(b)中的一种,(a)约0.1%至20%表面活性剂,(b)约1%至99.9%固体或液体惰性稀释剂。更具体地说,组分的大致比例如下:
重量百分率*
活性组分        稀释剂        表面活性剂
可湿性粉剂        20~90        0~74        1~10
油性悬浮剂、乳剂、        3~50        40~95        0~15
溶液、(含乳油)
水悬浮液        10~50        40~84        1~20
粉剂        1~25        70~99        0~5
颗粒剂、丸剂        0.1~95        5~99.9        0~15
高强度组合物        90~99        0~10        0~2
*活性组分加表面活性剂或稀释剂中的至少一种,等于100%重量。
活性组分含量的高低可根据预定的用途和化合物的物理性质来确定。有时需要表面活性剂对活性组分的比率较高,可并入制剂或用混合槽混合制得。
Watkins等编“Handbook        of        Insecticide        Dust        Diluents        and        Carriers”第二版,(新泽西卅,Caldwell, Dorland        Books出版)一书中,说明了典型的固体稀释剂,但也可以用采掘的或制成的固体。可湿性粉剂最好用吸收性强的稀释剂,而粉剂则最好用较致密的稀释剂。Marsden编“Solvents        Guide”第二版(纽约Interscience1950年出版)一书中,说明了典型液体稀释剂和溶剂。悬浮油最好选用溶解度低于0.1%的溶剂;而溶液浓缩物最好选用能防止在0℃发生相分离的溶剂。新泽西卅Ridgewood        Mc        Publishing        Corp.出版的“McCutcheon′s        Detergents        and        Emulsifiers        Annual”以及Sisely        and        Wood编“Encyclopedia        of        Surface        Active        Agents”(纽约,Chemical        Publishing        Co.,Inc.,1964年出版)书中,列出了表面活性剂并推荐了用途。所有的制剂可以含有少量添加剂,以减少起泡、结块、腐蚀、微生物生长等。
制备这类组合物的方法是众所周知的。溶液可用简单的混合配料来制备。细固体组合物通常可先混合再用锤或液能粉碎机磨细。悬浮液可用湿研磨法制备(参看:例如Littler的美国专利3,060,084)。可以在预制的颗粒载体上喷活性组分或用附聚技术来制造颗粒剂和丸剂(参看J.E.Browning著“Agglomeration”,Chemical        Engineering,1967年12月4日,147ff页和纽约McCraw-Hill        1973年出版的“Perry′s        Chemical        Engineer′s        Handbook”,第5版,8~57ff页。
关于制剂技术有更多的报导,例如:
1966年2月15日公开的H.M.Loux,美国专利3,235,361,第6栏第16行到第7栏第19行和例10~41;
1967年3月14日公开的R.W.Luckenbaugh,美国专利3,309,192,第5栏第43行到第7栏第62行和例8、12、15、39、41、52、53、58、132、138~140、162~164、166、167及169~182;
1959年6月23日公开的H.Gysin和E.Knusli,美国专利2,891,855,第3栏第66行到第5栏第17行和例1~4;
G.C.Klingman著“Weed        Control        as        a        Science”,纽约,John        Wiley        &        Sons        lnc.,1961年出版第81~96页;
J.D.Fryer和S.A.Evans著“Weed        Control        Handbook”第5版(牛津,Blackwell        Scientific        Publications,1968年出版),第101~103页。
下面的实施例中除另有指明以外,所有的“份”都是按重量计。
实施例14
可湿性粉剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        80%
烷基萘磺酸钠        2%
本素磺酸钠        2%
合成非晶形硅        3%
高岭土        13%
将配料混合,用锤研磨,直到所有固体基本上在50微米以下,再次混合并包装。
实施例15
可湿性粉剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(5-甲基-1H-1-四唑基)苯磺酰胺        50%
烷基萘磺酸钠        2%
低粘性甲基纤维素        2%
硅藻土        46%
把配料混合,粗锤磨,再进行气流粉碎,制成粒径基本上都小于10微米的颗粒。产品在包装前重新混合。
实施例16
颗粒剂
以上实施例15的可湿性粉剂        5%
硅镁土颗粒        95%
(美国标准20~40目;0.84~0.42毫米)
在双锥混合器中滚转时,把含有25%固体的可湿性粉浆喷涂在硅镁土颗粒表面。将颗粒干燥并包装。
实施例17
压丸
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(5-甲基-1H-1-四唑基)苯磺酰胺        25%
无水硫酸钠        10%
天然木素磺酸钙        5%
烷基萘磺酸钠        1%
钙/镁膨润土        59%
将配料混合后锤磨,然后用约12%的水润湿。把混合物挤压成直径约3毫米的药柱。再切成约3毫米长的压丸。这些压丸干燥后可直接使用。已干的压丸也可压碎,通过美国标准20号的筛(筛孔0.84毫米)。留在美国标准40号筛(筛孔0.42毫米)上的颗粒剂可包装使用,而细末再回收利用。
实施例18
油性悬浮剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        25%
聚氧乙烯山梨糖醇六油酸酯        5%
高级脂肪烃油        70%
把配料在混砂机中一起研磨,直到固体颗粒的粒度减小到约5微米以下,所得稠的悬浮液可直接应用。但与油搀和或用水乳化后更好。
实施例19
可湿性粉剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(5-甲基-1H-1-四唑基)苯磺酰胺        20%
烷基萘磺酸钠        4%
木素磺酸钠        4%
低粘性甲基纤维素        3%
硅镁土        69%
把配料充分混合,在锤磨机内研磨后,制成基本上都小于100微米的颗粒。把物料重新混合,通过美国标准50号筛(筛孔0.3毫米)后进行包装。
实施例20
低强度颗粒剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        1%
N,N-二甲基甲酰胺        9%
硅镁土颗粒        90%
(美国标准20~40目筛)
将活性组分溶于溶剂,再在双锥混合器内把该溶液喷涂到去掉灰尘的颗粒上。溶液喷涂完后,让混合器开动一会儿,然后将颗粒包装。
实施例21
水悬浮剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        40%
聚丙烯酸增稠剂        0.3%
十二烷基酚聚乙二醇醚        0.5%
磷酸氢二钠        1%
磷酸二氢钠        0.5%
聚乙烯醇        1.0%
水        56.7%
把配料混合并在混砂机中一起研磨,制成粒度基本上都在5微米以下的颗粒。
实施例22
溶液
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕 -2-(1-甲基-1H-5-四唑基)苯磺酰胺、钠盐        5%
水        95%
边搅拌,边把钠盐直接加入水中,以制成溶液。然后,此溶液可以包装使用。
实施例23
低浓度颗粒剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        0.1%
硅镁土颗粒        99.9%
(美国标准20~40目)
将活性组分溶于溶剂,再在双锥混合器内把该溶液喷涂到去掉灰尘的颗粒上。溶液喷涂完后,将物料加热,蒸发掉溶剂。让物料冷却,然后再包装。
实施例24
颗粒剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        80%
润湿剂        1%
天然木素磺酸盐(含有5~20%的天然糖)        10%
硅镁土        9%
把配料混合并研磨到通过100目的筛。然后将物料加进流化床制粒机,调整空气流来缓慢流化物料,将细水雾喷洒到流态化的物料上。流态化过程和喷洒继续到制成粒度达到要求的颗粒剂。停止喷洒,但继续流态化,需要时可加热一直到水份减少到所要求的量,一般低于1%。然后卸出物料,过筛,以达到所要求的粒度范围,一般为14~100目(1410~149微米),再包装使用。
实施例25
高强度浓缩物
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        99%
硅气凝胶        0.5%
合成非晶形硅        0.5%
把配料混合并在锤磨机中研磨,制成基本上都能通过美国标准50号筛(筛孔0.3毫米)的物料。如果需要,浓缩物可以进一步加工。
实施例26
可湿性粉剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        90%
二辛基磺基琥珀酸钠        0.1%
合成细粒硅        9.9%
把配料混合并在锤磨机中研磨,制成基本上都小于100微米的颗粒。使其通过美国标准50号筛,然后包装。
实施例27
可湿性粉剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        40%
木素磺酸钠        20%
蒙脱石粘土        40%
把配料充分混合,粗锤磨,进行气流粉碎后,制成粒度基本都小于10微米的颗粒。再重新混合物料,然后包装。
实施例28
油性悬浮液
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        35%
多元醇羧酸酯和油溶性石油磺酸酯的混合物        6%
二甲苯        59%
把配料混合并在混砂机中一起研磨,制成粒度基本都小于5微米的颗粒。产品可直接使用或者与油搀合或用水乳化。
实施例29
粉剂
N-〔(4,6-二甲氧基-2-嘧啶基)氨基羰基〕-2-(1-甲基-1H-5-四唑基)苯磺酰胺        10%
硅镁土        10%
叶蜡石粉        80%
把活性成分与硅镁土混合,再通过锤磨机制成粒度基本都小于200微米的颗粒。然后把研磨了的浓缩物与粉状叶蜡石混合均匀。
应用
试验结果表明,本发明化合物是高度活性的芽前除草剂和芽后除草剂或植物生长调节剂。在要求完全控制所有植物生长的地区,它们已用于广谱的芽前或芽后控制杂草。例如,燃料储存库、弹药库、工业仓库区、停车场、路旁剧院、广告牌、马路和铁路装置周围。一些 化合物已用于选择性控制作物(如谷物、水稻、小麦、大麦、油菜)中的杂草。另一方面,很多有关本题的化合物用于调节植物生长。
本发明化合物的用量由很多因素决定,包括它们用作植物的生长调节剂或除草剂,所涉及的作物种类,要控制的杂草类型,天气和气候,选择的配方,应用方式,当时的叶数等。一般地,有关本题的化合物用量在约0.001到10千克/公顷范围。我们建议,对轻质和有机物含量低的土壤,施用较小的量,调节植物生长或仅短期残留的地方也需要较小的用量。
本发明化合物可以与其它商品除草剂配合使用,例如均三氮苯、三唑、尿嘧啶、脲、酰胺、二苯醚、氨基甲酸酯、苯氧基乙酸、联吡啶鎓型,以及磺酰脲类,它们与下列除草剂配合特别有用。
普通名称
草不绿        2-氯-2′,6′-二乙基-N-(甲氧甲基)-乙酰苯胺
阿特拉津(莠去津)        2-氯-4-(乙氨基)-6-(异丙氨基)-均三嗪
苏达灭        二异丁基硫代氨基甲酸S-乙酯
草净津        2-〔(4-氯-6-(乙氨基)-2-均三嗪基)氨基〕-2-甲基丙腈
麦草畏        3,6-二氯-邻甲氧基苯甲酸
扑草灭        二丙基硫代氨基甲酸S-乙酯
利谷隆        3-(3,4-二氯苯基)-1-甲氧基-1-甲基脲
metolachlor        2-氯-N-(2-乙基-6-甲基苯基)-N-(2-甲氧基-1-甲基乙基)乙酰胺
赛克津        4-氨基-6-叔丁基-3-(甲硫基)-1,2,4-三氮苯-5(4H)-酮
tridiphane        2-(3,5-二氯苯基)-2-(2,2,2-三氯乙基)环氧乙烷
2,4-D        (2,4-二氯苯氧基)乙酸
商品名        化学名
HarmonyTM3-〔〔(4-甲氧基-6-甲基-1,3,5-2-三嗪基)氨基羰基〕氨磺酰基〕-2-噻吩羧酸甲酯
在很多温室试验中发现了有关本题化合物的除草性能。试验方法和结果如下:
Figure 941038475_IMG38
化合物 Q R1R3R4R5X Y Z
1 Q-3 H - CH3- OCH3CH3N
2 Q-3 H - CH3- OCH3OCH3CH
3 Q-1 H CH3- - OCH3OCH3CH
4 Q-3 H - CH3- CH3OCH3CH
5 Q-3 H - CH3- Cl OCH3CH
6 Q-3 H - CH3- OCH3OCH3N
7 Q-3 H - CH3- NHCH3OCH2CH3N
8 Q-3 H - H - OCH3OCH3N
9 Q-3 H - H - Cl OCH3CH
10 Q-3 H - H - CH3OCH3CH
11 Q-3 H - H - CH3CH3CH
12 Q-3 H - H - CH3OCH3N
13 Q-3 H - H - OCH3OCH3CH
14 Q-3 5-CH3- CH3- OCH3OCH3CH
15 Q-3 5-CH3- CH3- CH3OCH3N
16 Q-3 5-CH3- CH3- Cl OCH3CH
17 Q-3 H - CH2CH3- CH3OCH3CH
18 Q-3 H - CH2CH3- OCH3OCH3CH
19 Q-3 H - CH2CH3- CH3CH3CH
20 Q-3 H - CH2CH3- Cl OCH3CH
21 Q-3 H - CH2CH3- OCH3OCH3N
22 Q-3 H - CH2CH3- CH3OCH3N
23 Q-3 5-Cl - CH3- OCH3OCH3CH
24 Q-3 5-Cl - CH3- CH3OCH3CH
25 Q-3 5-Cl - CH3- OCH3OCH3N
26 Q-3 5-Cl - CH3- CH3OCH3N
27 Q-3 5-Cl - CH3- CH3CH3CH
28 Q-3 5-Cl - CH3- Cl OCH3CH
29 Q-3 5-Cl - CH3- NHCH3OCH2CH3N
30 Q-1 H CH2CH3- - OCH3OCH3N
31 Q-1 H CH2CH3- - CH3OCH3N
化合物 Q R1R3R4R5X Y Z
32 Q-1 H CH2CH3- - OCH3OCH3CH
33 Q-1 H CH2CH3- - CH3OCH3CH
34 Q-1 H CH2CH3- - CH3CH3CH
35 Q-1 H CH2CH3- - Cl OCH3CH
36 Q-1 H CH2CH3- - NHCH3OCH2CH3N
37 Q-1 3-CH3CH3- - OCH3OCH3N
38 Q-1 3-CH3CH3- - CH3OCH3N
39 Q-1 3-CH3CH3- - OCH3OCH3CH
40 Q-1 3-CH3CH3- - CH3OCH3CH
41 Q-1 3-CH3CH3- - CH3CH3CH
42 Q-1 3-CH3CH3- - Cl OCH3CH
43 Q-1 3-CH3CH3- - NHCH3OCH2CH3N
44 Q-1 4-CH3CH3- - OCH3OCH3N
45 Q-1 4-CH3CH3- - CH3OCH3N
46 Q-1 4-CH3CH3- - OCH3OCH3CH
47 Q-1 4-CH3CH3- - CH3OCH3CH
48 Q-1 4-CH3CH3- - CH3CH3CH
49 Q-1 4-CH3CH3- - Cl OCH3CH
50 Q-1 4-CH3CH3- - NHCH3OCH2CH3N
51 Q-1 6-CH3CH3- - OCH3OCH3N
52 Q-1 6-CH3CH3- - CH3OCH3N
53 Q-1 6-CH3CH3- - OCH3OCH3CH
54 Q-1 6-CH3CH3- - CH3OCH3CH
55 Q-1 6-CH3CH3- - CH3CH3CH
56 Q-1 6-CH3CH3- - Cl OCH3CH
57 Q-5 H - - CH3OCH3OCH3CH
58 Q-5 H - - CH3CH3OCH3N
Figure 941038475_IMG39
化合物        X        Y        Z
59 OCH3OCH3CH
60 CH3OCH3CH
61 CH3CH3CH
62 OCH3OCH3N
63 Cl OCH3CH
试验A
种植马唐、大狐尾草、(在某些情况下)、稗、雀麦草、野燕麦、牵牛花、苍耳、高粱、玉米、大豆、甜菜、棉花、稻子、大麦(在某些情况下)、小麦的种子和园尖莎草块茎,并用溶于非植物毒性的溶剂中的本试验化合物作芽前处理。同时,对这些作物和杂草进行土/叶面处理。处理时,植物高2到18厘米。处理的植物和对照物在温室里保存16天后,将所有品种同对照物比较用肉眼评定植物对这一处理的响应。表A概括的这一评定的等级从0(无效)到10(完全灭除)。表中的说明符号具有下列意义:
C=萎黄病/坏死
B=燃烧焦
D=脱叶
E=延缓出苗
G=抑制生长
H=形成性作用
u=异常色素
X=腋刺激作用
S=白化病;和
6y=脱芽或脱花
表A
化合物1        化合物2        化合物3
用量        千克/公顷        0.05        0.05        0.05
芽后处理
牵牛花        3C,8G        10C        10C
苍耳        3C,7H        9C        9C
绒毛叶        2C,4G        10C        9C
园尖莎草        8G        9C        9C
马唐        5G        5C,9G        9C
稗        5C,9G        9C        5C,9G
雀麦草        0        7G        9C
野燕麦        3C,8G        9C        9C
小麦        4C,9G        9C        9C
玉米        9C        9C        9C
大豆        5C,9G        9C        9C
稻子        6C,9G        9C        9C
高粱        6C,9H        9C        9C
甜菜        6C,9H        9C        9C
棉花        6C,9H        9C        9C
表A(续)
化合物1        化合物2        化合物3
用量        千克/公顷        0.05        0.05        0.05
芽前处理
牵牛花        3G        9H        9G
苍耳        0        9H        9H
绒毛叶        0        10C        10C
园尖莎草        0        10E        10E
马唐        0        3C,8G        8G
稗        0        4C,9H        9H
雀麦草        0        7G        9H
野燕麦        0        5C,9G        5C,9G
小麦        5G        10E        10E
玉米        3C,8G        4C,9G        3C,9H
大豆        5C        9H        9H
稻子        1C        10E        10E
高粱        3C,6G        5C,9H        10H
甜菜        0        5C,9G        9C
棉花        0        3C,9G        9C
表A(续)
化合物4        化合物5
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        10C        10C        9C
苍耳        9C        9C        10C        9C
绒毛叶        9C        9C        9C        4C,9H
园尖莎草        4C,9G        3C,9G        9C        4C,9G
马唐        5C,9G        3C,8G        4C,8G        3C,5G
大狐尾草        -        -        -        -
稗        9C        9C        9C        9C
雀麦草        3C,9G        6G        4G        0
野燕麦        5C,9G        5C,9G        4C,9G        3C,9G
小麦        5C,9G        2C,9G        4C,9H        8G
玉米        5C,9G        3C,9H        5C,9G        9H
大麦        -        -        -        -
大豆        5C,9G        5C,9G        4C,9G        4C,9H
稻子        9C        9C        6C,9G        9C
高粱        5C,9G        6C,9G        9C        9C
甜菜        8G        10C        9C        9C
棉花        9C        9C        9C        4C,9G
表A(续)
化合物4        化合物5
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9G        9G        9G        9G
苍耳        9H        9H        9H        9H
绒毛叶        9C        9C        9C        4C,8G
园尖莎草        10E        4C,8G        10E        10E
马唐        5C,9G        5C,9G        4C,9G        7G
大狐尾草        -        -        -        -
稗        5C,9H        5C,9H        4C,9H        4C,9H
雀麦草        9G        7G        5G        3G
野燕麦        6C,9H        4C,8H        5C,9G        3C,7G
小麦        10E        5C,9H        4C,9H        9G
玉米        9H        5C,9H        3C,9G        8G
大麦        -        -        -        -
大豆        9H        4C,7G        3C,8H        4C,6G
稻子        10E        10E        10E        10E
高粱        10E        5C,9H        10E        9H
甜菜        5C,9G        5C,9G        5C,9G        5C,9G
棉花        3C,9G        3C,9G        3C,9G        3C,9G
表A(续)
化合物6        化合物7
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        1C,1H        1C        6C,9G        4C,9H
苍耳        1H        0        8G        2G
绒毛叶        0        0        4C,8H        3C,5G
园尖莎草        0        0        6G        0
马唐        0        0        4C,8G        2C,5G
大狐尾草        -        -        -        -
稗        4C,9H        0        5C,9H        3C,9H
雀麦草        0        0        6G        2G
野燕麦        2G        0        5C,9G        4C,9G
小麦        3G        0        4C,9G        2C,9G
玉米        4C,9H        3C,7H        6C,9G        4C,9H
大麦        -        -        -        -
大豆        4C,8H        1C,1H        3C,7G        3G
稻子        5C,9G        5G        9C        9C
高粱        4C,8H        3G        5C,9G        4C,9H
甜菜        4C,6G        0        5C,9H        4C,6H
棉花        4C,6G        3C,4G        3C,5G        3C,5G
表A(续)
化合物6        化合物7
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        0        0        9G        7G
苍耳        0        0        8G        7G
绒毛叶        0        0        4C,9G        0
园尖莎草        0        0        0        0
马唐        0        0        4C,8G        0
大狐尾草        -        -        -        -
稗        0        0        9H        3G
雀麦草        0        0        5G        0
野燕麦        0        0        5C,9H        3C,6G
小麦        4G        0        4C,9H        2C,6G
玉米        2G        0        9G        3C,7G
大麦        -        -        -        -
大豆        0        0        2G        0
稻子        3G        0        10E        4C,8H
高粱        0        0        10E        4C,9H
甜菜        0        0        5C,9G        4C,8G
棉花        0        0        2C,5G        0
表A(续)
化合物8        化合物9
用量        千克/公顷        0.05        0.05        0.01        0.05        0.01
芽后处理
牵牛花        1H        3H        0        5C,9G        2C,5G
苍耳        0        2H        0        9C        3C,9H
绒毛叶        2G        0        0        4C,8G        1C
园尖莎草        0        0        0        4C,9G        3C,9G
马唐        0        0        0        2G        0
大狐尾草        0        -        -        -        -
稗        1H        2H        0        9H        2C,5H
雀麦草        0        0        0        7G        0
野燕麦        0        0        0        0        0
小麦        0        0        0        0        0
玉米        5H        5H        2G        7H        1C,3G
大麦        0        -        -        -        -
大豆        2G        3H        0        5G        0
稻子        2G        2G        0        4C,8G        0
高粱        5G        0        0        5C,9H        3C,8H
甜菜        2C,3H        3C,5H        0        10C        4C,9H
棉花        2G        0        0        9C        3C,8H
表A(续)
化合物8        化合物9
用量        千克/公顷        0.05        0.05        0.01        0.05        0.01
芽前处理
牵牛花        0        0        0        9G        4C,8H
苍耳        0        0        0        8H        2C,5G
绒毛叶        0        0        0        7H        4G
园尖莎草        0        0        0        10E        3G
马唐        0        0        0        2C        0
大狐尾草        0        -        -        -        -
稗        0        0        0        3C,7G        0
雀麦草        0        0        0        3C,7H        4G
野燕麦        0        1C        0        2C,7G        0
小麦        0        0        0        6G        0
玉米        0        4G        0        3C,8H        0
大麦        0        -        -        -        -
大豆        0        2G        0        3G        0
稻子        0        5G        0        10E        7G
高粱        0        0        0        4C,9H        4C,8G
甜菜        0        4G        3H        9C        4C,8G
棉花        0        0        0        9G        8G
表A(续)
化合物10        化合物11
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        9C        2C,6G        2H
苍耳        9C        9C        9C        5C,9G
绒毛叶        9C        4C,8G        5C,9H        4C,9H
园尖莎草        9C        9C        4C,9G        3C,9G
马唐        3C,7G        2H        3C,5G        1H
大狐尾草        -        -        -        -
稗        9H        3C,7H        5C,9H        2C,3H
雀麦草        9C        3C,9G        9C        8G
野燕麦        5C,9G        2C,7H        9C        9H
小麦        9G        3G        9G        5G
玉米        9C        3C,9H        5C,9G        3C,9H
大麦        -        -        -        -
大豆        5C,9G        3C,8H        3C,7H        2H
稻子        9C        2C,7G        9C        5C,9G
高粱        9C        3C,9H        9C        4C,9H
甜菜        10C        10C        9C        9C
棉花        9C        9C        9C        9H
表A(续)
化合物10        化合物11
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9G        8G        8G        3C,5H
苍耳        -        9H        9H        8H
绒毛叶        9C        6C,9G        9C        3C,7H
园尖莎草        10E        9G        10E        4G
马唐        4C,7G        2C,4G        2C,3G        0
大狐尾草        -        -        -        -
稗        4C,9H        2C,6G        3C,5G        0
雀麦草        10E        4C,9H        5C,9H        5G
野燕麦        9C        4C,9G        9C        3C,7G
小麦        4C,9G        7G        9G        5G
玉米        9H        4C,9H        2C,9H        3C,7H
大麦        -        -        -        -
大豆        9H        4C,8H        2C,7G        2C,3G
稻子        10E        4C,9H        10E        3C,8G
高粱        10E        5C,9H        9H        3C,8H
甜菜        5C,9G        5C,9G        9C        5C,9G
棉花        9C        9G        9G        9G
表A(续)
化合物12        化合物13        化合物14
用量        千克/公顷        0.01        0.01        0.05        0.01
芽后处理
牵牛花        2G        10C        5C,9H        4G
苍耳        0        10C        10C        10C
绒毛叶        0        9C        10C        10C
园尖莎草        0        9C        9C        5C,9G
马唐        0        4G        2C,7G        1C
大狐尾草        -        -        -        -
稗        0        5C,9H        9C        9C
雀麦草        0        4C,9G        3G        0
野燕麦        0        3C,5G        5C,9G        3C,9G
小麦        0        0        5C,9G        2C,9G
玉米        0        9H        9C        5C,9H
大麦        -        -        -        -
大豆        1H        9C        9C        9C
稻子        0        2C,8G        9C        9C
高粱        0        9H        9C        5C,9H
甜菜        1C,1H        5C,9G        5C,9G        9C
棉花        1C        9C        9C        5C,9G
表A(续)
化合物12        化合物13        化合物14
用量        千克/公顷        0.01        0.01        0.05        0.01
芽前处理
牵牛花        0        9G        9G        8G
苍耳        0        9H        9H        9H
绒毛叶        0        5C,9G        10C        9C
园尖莎草        0        10E        10E        4C,9G
马唐        0        3G        2C,7G        3G
大狐尾草        -        -        -        -
稗        0        3C,8H        5C,9H        3C,8H
雀麦草        0        8G        6G        2G
野燕麦        0        5G        9C        5C,9G
小麦        0        0        4C,9G        3C,8G
玉米        2G        8G        3C,9G        7G
大麦        -        -        -        -
大豆        2C        3C,8H        3C,9H        2C,7G
稻子        0        2C,9H        10E        3C,8G
高粱        1C        3C,9H        10E        3C,9H
甜菜        3H        10C        5C,9G        5C,9G
棉花        0        9G        9G        9G
表A(续)
化合物15        化合物16
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        3C,8H        0        10C        5C,9G
苍耳        2C,4G        0        10C        8G
绒毛叶        2C,4H        0        9C        3C,8G
园尖莎草        0        0        5C,9G        2C,8G
马唐        0        0        5G        0
大狐尾草        -        -        -        -
稗        3C,8H        3G        9C        3C,8H
雀麦草        0        0        0        0
野燕麦        2C,9G        2C,2G        3C,9G        2C,5G
小麦        0        0        8G        5G
玉米        1C,5G        2G        4G        2G
大麦        -        -        -        -
大豆        4C,9G        3H        3C,9G        2H,7G
稻子        5G        0        5C,9G        7G
高粱        3C,9H        0        9C        3C,9H
甜菜        3C,6G        2C,3G        9C        4C,8G
棉花        3C,9H        1H        2C,9G        8G
表A(续)
化合物15        化合物16
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        5H        3H        9C        9H
苍耳        7H        0        9H        9H
绒毛叶        6G        0        9C        2C,4G
园尖莎草        0        0        10E        3C,9G
马唐        0        0        4G        2G
大狐尾草        -        -        -        -
稗        1C        0        3C,9H        3C,3G
雀麦草        0        0        0        0
野燕麦        2C,5G        0        5C,9G        3C,6G
小麦        0        0        8G        3G
玉米        6G        0        6G        2G
大麦        -        -        -        -
大豆        2C,2H        1C        3C,7G        3C,3H
稻子        5G        1C        10E        2C,8G
高粱        3C,6G        0        10H        3C,9H
甜菜        3C,7H        0        10E        5C,9G
棉花        2C        0        9G        2C,5G
表A(续)
化合物17        化合物18
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        10C        10C        9C
苍耳        10C        10C        10C        10C
绒毛叶        9C        9C        10C        9C
园尖莎草        5C,9G        3C,9G        10C        10C
马唐        3C,8G        3C,5G        9C        3C,7G
大狐尾草        9C        9C        9C        5C,9H
稗        9C        9C        9C        9C
雀麦草        5C,9G        3C,8G        9C        2C,8G
野燕麦        9C        5C,9G        5C,9G        4C,9G
小麦        4C,9G        9G        9C        3C,9G
玉米        9C        5C,9G        10C        3C,9H
大麦        5C,9G        3C,8H        6C,9G        3C,8G
大豆        9C        9C        9C        9C
稻子        9C        9C        9C        9C
高粱        9C        9C        9C        9C
甜菜        10C        5C,9G        10C        9C
棉花        9C        5C,9G        9C        10C
表A(续)
化合物17        化合物18
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9C        7H        9G        8G
苍耳        9H        9H        9H        9H
绒毛叶        9C        3C,8G        9C        9C
园尖莎草        10E        10E        10E        10E
马唐        4C,8G        3C,7G        8G        4G
大狐尾草        4C,9H        3C,8H        9H        3C,6G
稗        5C,9H        4C,9H        5C,9H        3C,9H
雀麦草        4C,8H        3G        7H        6G
野燕麦        5C,9G        4C,9G        5C,9G        2C,9G
小麦        10H        3C,8G        10H        9G
玉米        10H        4C,9H        4C,9H        8G
大麦        9G        3C,9G        3C,9G        9G
大豆        9H        4C,8H        9H        4C,8H
稻子        10E        9H        10E        10E
高粱        10H        6C,9H        10H        10H
甜菜        10E        9C        5C,9G        5C,9G
棉花        9C        2C,9G        4C,9G        4C,9G
表A(续)
化合物19        化合物20
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        4C,9G        10C        9C
苍耳        9C        7G        10C        9C
绒毛叶        9C        9C        9C        2C,7G
园尖莎草        5C,9G        3C,8G        5C,9G        4C,9G
马唐        4C,8G        3C,4G        3C,7G        3C,3G
大狐尾草        9C        5C,9G        5C,9H        4C,8G
稗        9C        9C        9C        9C
雀麦草        3C,7G        5G        5G        2G
野燕麦        9C        9C        3C,9G        3C,7G
小麦        9C        5C,9G        3C,9G        9G
玉米        9C        4C,9H        4C,9H        3C,9H
大麦        9C        4C,9G        2C,8G        3C,7G
大豆        9C        4C,9G        9C        4C,9G
稻子        9C        9C        9C        5C,9G
高粱        10C        9C        9C        9C
甜菜        10C        4C,8G        9C        4C,9G
棉花        9C        4C,9G        5C,9G        9C
表A(续)
化合物19        化合物20
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        8H        3C,7G        9G        7H
苍耳        8H        -        9H        9H
绒毛叶        9C        3C,7H        5C,9G        7G
园尖莎草        9G        7G        10E        9G
马唐        5G        0        9C        2G
大狐尾草        9H        5G        4C,8G        4G
稗        3C,8H        3C,6G        9H        3C,8H
雀麦草        2G        0        3G        0
野燕麦        5C,9G        3C,8H        3C,9H        2C,5G
小麦        5C,9H        3C,8H        3C,9H        7G
玉米        4C,9H        3C,7H        3C,9H        9H
大麦        4C,9G        9G        3C,9G        8G
大豆        9H        3C,6H        3C,8H        3C,5G
稻子        10E        4C,8H        10E        9H
高粱        5C,9H        6C,9H        10H        10H
甜菜        9C        5G        9C        5C,9G
棉花        9G        2C,8G        9G        8G
表A(续)
化合物21        化合物22
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        4C,9G        3C,7H        4C,8H        3C,7H
苍耳        5C,9H        5H        5C,9G        3C,7H
绒毛叶        3C,6G        1H        3C,7H        3C,5H
园尖莎草        4G        3C,8G        5G        0
马唐        3C,5G        2G        3C,7H        3C,6G
大狐尾草        9C        4C,9G        9C        4C,9H
稗        9C        9C        9C        9C
雀麦草        0        0        2C        0
野燕麦        2C        0        2C,6G        0
小麦        5G        0        8G        0
玉米        10C        9C        10C        9C
大麦        0        0        2G        0
大豆        5C,9G        4C,9G        9C        5C,9G
稻子        5C,9G        7G        9C        6G
高粱        9C        4C,9G        9C        9C
甜菜        3C,6H        3C,5G        9C        3C,8G
棉花        4C,9H        4C,9H        4C,9H        3C,8H
表A(续)
化合物21        化合物22
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        5H        0        3C,8H        2H
苍耳        9H        -        9H        2C
绒毛叶        7G        0        8H        5G
园尖莎草        0        0        0        0
马唐        2C,5G        0        2C,5G        4G
大狐尾草        2C,5G        2G        3C,7G        3G
稗        3C,6G        0        3C,8G        0
雀麦草        0        0        0        0
野燕麦        2G        0        2C        0
小麦        0        0        3G        0
玉米        4C,9H        2C,6G        9H        3C,8H
大麦        0        0        7G        0
大豆        3C,7H        0        3C,7H        2C,3G
稻子        8G        2G        9H        0
高粱        5C,9H        3C,6G        4C,9H        3C,8H
甜菜        5G        3G        4C,7H        5G
棉花        5G        0        2C,5G        1C
表A(续)
化合物23        化合物24
用量        千克/公顷        0.05        0.01        0.01
芽后处理
牵牛花        10C        8G        5G
苍耳        10C        10C        10C
绒毛叶        10C        5C,9G        5C,9G
园尖莎草        10C        10C        5C,9G
马唐        5G        3G        0
大狐尾草        5C,9G        3C,8G        3C,7G
稗        9C        3C,9H        3C,7G
雀麦草        5G        2G        2G
野燕麦        5G        2G        0
小麦        8G        6G        5G
玉米        9H        6H        0
大麦        3C,9H        6G        3G
大豆        9C        9C        9C
稻子        9C        4C,9G        3C,7G
高粱        9C        9C        4C,9H
甜菜        10C        10C        10C
棉花        9C        9C        4C,9G
表A(续)
化合物23        化合物24
用量        千克/公顷        0.05        0.01        0.01
芽前处理
牵牛花        9H        7H        7H
苍耳        9H        9H        9H
绒毛叶        10C        9G        9C
园尖莎草        10E        9G        3C,7G
马唐        0        0        2G
大狐尾草        4C,9H        1C        3C,5G
稗        5C,9H        3C,8H        3C,6G
雀麦草        4G        0        0
野燕麦        6G        0        2C
小麦        4C,9G        4G        5G
玉米        3C,8G        2C,5G        0
大麦        3C,9G        2C,8G        2C,8G
大豆        3C,8H        3C,8H        3C,7H
稻子        9H        4C,9G        3C,6H
高粱        10E        3C,9H        4C,8H
甜菜        5C,9G        5C,9G        5C,9G
棉花        10C        9C        2C,7H
表A(续)
化合物25        化合物26
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        0        0        3C,5G        0
苍耳        3H        2H        4C,8H        2H
绒毛叶        0        0        2C,5G        0
园尖莎草        0        0        3C,6G        0
马唐        0        0        3C,4H        0
大狐尾草        3C,8H        2H        4C,9H        3C,5G
稗        5C,9H        0        5C,9H        2C,5G
雀麦草        0        0        3G        0
野燕麦        4C,8G        0        4C,9G        3C,4G
小麦        5C,9G        0        3C,9G        7G
玉米        3C,9H        2H        9H        0
大麦        9G        2G        8G        0
大豆        2H,4G        0        3C,8G        2H
稻子        9C        2G        9C        8G
高粱        4C,9H        3G        5C,9G        3C,7H
甜菜        5G        0        9C        2H
棉花        0        0        3C,7G        0
表A(续)
化合物25        化合物26
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        0        0        2H        1H
苍耳        0        0        2C        0
绒毛叶        3G        0        0        0
园尖莎草        0        0        0        0
马唐        0        0        0        0
大狐尾草        3G        0        0        0
稗        0        0        2C        0
雀麦草        0        0        0        0
野燕麦        0        0        0        0
小麦        0        0        0        0
玉米        3G        0        0        0
大麦        5G        0        5G        3G
大豆        0        0        0        0
稻子        5G        0        3C,5G        2C
高粱        2C        0        3C,5G        2G
甜菜        0        0        2H        3G
棉花        -        0        1C        0
表A(续)
化合物27        化合物28
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        2C,6G        2G        10C        3C,8G
苍耳        10C        5C,9G        10C        9C
绒毛叶        9C        3C,7G        4C,9G        3C,9G
园尖莎草        10C        3C,8G        10C        4C,9G
马唐        2G        2G        3G        0
大狐尾草        4C,9G        4G        7G        2G
稗        4C,9H        4C,8H        3C,7H        1C,4G
雀麦草        4G        0        0        0
野燕麦        9G        3C,6G        2G        0
小麦        5C,9G        2C,6G        4G        0
玉米        2G        0        0        0
大麦        9G        3G        2G        0
大豆        5C,9G        4C,9H        3H,8G        3H,8G
稻子        9C        5C,9G        2C,8G        6G
高粱        9C        4C,9G        4C,9H        4C,9G
甜菜        10C        9C        9C        9C
棉花        9C        9H        9H        9G
表A(续)
化合物27        化合物28
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        6G        0        3C,9G        5H
苍耳        8H        6H        9H        3C,4H
绒毛叶        3C,8H        7G        5C,9H        2G
园尖莎草        5G        0        10E        0
马唐        0        0        0        0
大狐尾草        3C,6G        3C        3C,3H        3G
稗        4C,9H        3C,3G        5C,9H        3C,3G
雀麦草        0        0        3G        3G
野燕麦        3C,7G        2C        2C        0
小麦        7G        2G        6G        0
玉米        2C        0        2G        0
大麦        9G        6G        8G        5G
大豆        2C,7G        2C,2H        3C,5G        3C,4G
稻子        9H        3C,7H        5C,9H        4C,8H
高粱        9H        2C,6G        5C,9H        5C,9H
甜菜        4C,8G        3C,7H        10C        3C,7G
棉花        4C,8G        2C,3G        3C,7G        2C,4G
表A(续)
化合物29        化合物30
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        3C,9G        3C,7H        10C        4C,8H
苍耳        3H        0        9C        4C,9G
绒毛叶        3C,7H        0        9C        7G
园尖莎草        0        0        4C,8G        4G
马唐        3C,5G        0        6C,9H        4C,6G
大狐尾草        5C,9G        3C,7G        9C        10C
稗        3C,8H        2H        10C        9C
雀麦草        0        0        3G        0
野燕麦        4C,9G        7G        4G        3G
小麦        9G        7G        4G        0
玉米        4C,8H        5H        10C        10C
大麦        9C        9G        0        0
大豆        3C,7H        4H        9C        5C,9G
稻子        9C        3C,8G        5C,9G        4C,9G
高粱        5C,9G        4C,9G        9C        9C
甜菜        3C,7H        4H        10C        5C,9G
棉花        5H        0        9C        9H
表A(续)
化合物29        化合物30
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        5H        1C        9C        4C,4H
苍耳        0        0        9H        3C
绒毛叶        0        0        9C        9C
园尖莎草        0        0        4G        0
马唐        0        0        3C,7G        3C,4G
大狐尾草        5G        0        9H        3G
稗        3C,5G        0        5C,9H        3C,7G
雀麦草        0        0        3G        0
野燕麦        3C,6G        0        2C        0
小麦        9H        2G        2G        0
玉米        2C,5G        0        5C,9H        9H
大麦        2C,8G        2G        5G        0
大豆        2C,2H        0        3C,8H        3C,7H
稻子        3C,8H        2C        9H        3C,6H
高粱        3C,8H        1C        6C,9H        4C,8H
甜菜        3G        4H        10E        5H
棉花        0        2H        4C,9G        2C,2H
表A(续)
化合物31        化合物32
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        3C,8H        10C        10C
苍耳        10C        9C        10C        10C
绒毛叶        9C        4C,8H        10C        10C
园尖莎草        7G        0        10C        9C
马唐        9C        3C,8G        5C,8G        7G
大狐尾草        10C        9C        9C        9C
稗        10C        9C        9C        9C
雀麦草        3G        0        7G        5G
野燕麦        7G        4G        4C,9G        9G
小麦        2C,6G        3G        10C        6C,9G
玉米        10C        9C        10C        2C,7H
大麦        1C,4G        0        9C        8G
大豆        9C        4C,9G        9C        9C
稻子        9C        4C,9G        9C        9C
高粱        10C        9C        10C        9C
甜菜        10C        9C        10C        10C
棉花        9C        9C        9C        10C
表A(续)
化合物31        化合物32
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        4C,8H        3C,5H        9C        8H
苍耳        9H        2C,5G        9H        8H
绒毛叶        9C        0        10C        10C
园尖莎草        4G        0        10E        10E
马唐        3C,5G        0        7G        4G
大狐尾草        3C,6G        1C        5C,9G        4C,7G
稗        9C        3C,4H        9C        9H
雀麦草        2G        0        7G        0
野燕麦        2C,4G        0        5C,9G        3C,8G
小麦        2G        0        10E        4C,9G
玉米        9H        0        3C,9H        3C,7G
大麦        5G        0        5C,9G        4C,9G
大豆        3C,8H        2H        9H        3C,7H
稻子        4C,9H        2C,4G        10E        10E
高粱        10E        4C,7G        6C,9H        9C
甜菜        5C,9G        5H        4C,8G        9C
棉花        4C,8H        2C        9C        9G
表A(续)
化合物33        化合物34
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        10C        10C        5C,9G
苍耳        10C        9C        10C        5C,9G
绒毛叶        10C        9C        10C        5C,9G
园尖莎草        9C        5C,9G        5C,9G        5C,9G
马唐        3C,7G        2G        2C,9G        2C,4G
大狐尾草        9C        4C,9H        10C        9C
稗        10C        9C        10C        4C,9H
雀麦草        7G        5G        6G        2G
野燕麦        5C,9G        3C,7G        9C        4C,9G
小麦        9C        4C,9G        9C        3C,9G
玉米        3C,9H        3C,7H        4C,9H        1H
大麦        3C,9G        4C,9G        9C        2C,8G
大豆        10C        5C,9G        9C        4C,9G
稻子        9C        9C        9C        9C
高粱        10C        10C        9C        4C,9H
甜菜        9C        5C,9G        10C        9C
棉花        9C        9C        10C        9C
表A(续)
化合物33        化合物34
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9C        9G        9H        8H
苍耳        9H        -        8H        9H
绒毛叶        4C,9G        9G        9H        3C,9G
园尖莎草        10E        3C,5G        4C,8G        2C,3G
马唐        3C,7G        2C,4G        3C,5G        1C
大狐尾草        4C,8H        3C,4G        4C,8G        2G
稗        4C,9H        2C,2H        3C,7H        0
雀麦草        8G        2G        6G        0
野燕麦        4C,9H        6C,9G        4C,9H        4C,8G
小麦        9C        4C,9G        4C,8G        8G
玉米        3C,8H        1C,5G        4C,8H        2G
大麦        5C,9G        9G        5C,9G        9G
大豆        9H        9H        9H        3C,7H
稻子        10E        10E        10E        4C,8H
高粱        10H        7C,9H        6C,9H        4C,8H
甜菜        9C        9C        9C        4C,8H
棉花        9G        8G        4C,8G        2G
表A(续)
化合物35        化合物36
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        10C        9C        10C
苍耳        10C        10C        9C        3C,8H
绒毛叶        10C        4C,9G        9C        9C
园尖莎草        10C        4C,9G        3C,7G        3G
马唐        3C,7H        3G        9C        3C,7G
大狐尾草        9C        4C,9G        9C        9C
稗        10C        10C        9C        10C
雀麦草        6G        2G        7G        3G
野燕麦        3C,9G        3C,6G        9C        9C
小麦        5C,9G        2C,8G        9C        5C,9G
玉米        4G        0        9C        9C
大麦        9C        6G        9C        4C,9G
大豆        4C,9G        4C,9G        5C,9G        4C,9G
稻子        9C        5C,9G        9C        9C
高粱        9C        9C        9C        9C
甜菜        10C        10C        9C        10C
棉花        10C        10C        9C        9C
表A(续)
化合物35        化合物36
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9C        8H        2C,9H        3C,7H
苍耳        9H        7H        9H        3H
绒毛叶        9G        8G        9G        3C,5H
园尖莎草        10E        9G        5G        0
马唐        2C,5G        3C,4G        4C,9G        3C,6G
大狐尾草        3C,6G        4G        4C,9H        3C,5G
稗        4C,9H        3C,7G        3C,9H        3C,7H
雀麦草        0        0        8G        0
野燕麦        3C,8G        3C,5G        6C,9H        3C,8G
小麦        5C,9H        7G        6C,9H        5G
玉米        2C,8G        4G        10H        4C,9H
大麦        9G        9G        9C        5C,9G
大豆        3C,8H        3C,7H        9H        3C,7H
稻子        10E        10E        10E        3C,9H
高粱        10H        10H        10H        6C,9H
甜菜        4C,9G        3C,8G        10C        4C,9G
棉花        9G        4C,8G        8G        1C
表A(续)
化合物37        化合物38
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        3C,8H        3C,5H        3C,8H        1C
苍耳        2C,2G        0        3C,7H        0
绒毛叶        2C,4G        0        2C,5G        1C
园尖莎草        0        0        0        0
马唐        2C,3G        0        2G        0
大狐尾草        4C,8G        4G        3C,8H        2G
稗        9C        3C,7H        5C,9G        4H
雀麦草        2C,6G        2G        2G        0
野燕麦        2C,6G        0        2C,5G        0
小麦        0        0        4G        0
玉米        4C,9G        3C,8H        3C,9H        3C,7H
大麦        0        0        0        0
大豆        4C,9G        3C,3G        3C,8G        2C,4H
稻子        5C,9G        4C,9G        5C,9G        5G
高粱        4C,9G        4C,9G        4C,9G        2C,6G
甜菜        3C,7H        2H        3C,7H        3C,4H
棉花        3C,8H        2C,3G        3C,7H        2C,2G
表A(续)
化合物37        化合物38
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        0        0        1C        0
苍耳        -        0        0        0
绒毛叶        5G        0        0        0
园尖莎草        2G        0        3G        0
马唐        0        0        -        0
大狐尾草        0        0        0        0
稗        1C        0        3G        0
雀麦草        0        0        2G        0
野燕麦        0        0        0        0
小麦        0        0        0        0
玉米        3C,7H        2C        2C,5G        0
大麦        0        0        0        0
大豆        3C,3H        1C        3C,3H        0
稻子        3C,6H        3C,3G        2C,7G        2G
高粱        3C,8G        3C,4G        3C,8G        2C
甜菜        3C,5G        7G        5H        3G
棉花        2C,4G        1C        2G        0
表A(续)
化合物39        化合物40
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        10C        10C        9C
苍耳        9C        9C        9C        9C
绒毛叶        9C        10C        10C        5C,9H
园尖莎草        9C        5C,9G        2C,8G        5G
马唐        5C,9G        3C,7G        3C,7G        4G
大狐尾草        5C,9G        3C,7G        3C,7G        2G
稗        9C        9C        9C        3C,7H
雀麦草        10C        9C        9C        4C,9G
野燕麦        5C,9G        9G        4C,9G        3C,6G
小麦        3C,9G        9G        9G        9G
玉米        3C,9G        2U,9G        3C,8H        1C,3G
大麦        4C,9G        9G        5G        2G
大豆        6C,9G        5C,9G        9C        4C,9G
稻子        9C        5C,9G        9C        4C,9G
高粱        3U,9G        9G        4C,9H        3C,8G
甜菜        10C        9C        10C        3C,8H
棉花        9C        4C,9G        4C,9G        4C,9H
表A(续)
化合物39        化合物40
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9C        8G        3C,8H        2C,3H
苍耳        9H        8H        3C,7H        2C,3H
绒毛叶        3C,9G        4C,9G        3C,8H        3C,5H
园尖莎草        10E        8G        4G        0
马唐        3C,3G        2G        2C,5G        0
大狐尾草        4C,9H        3C,6G        3C,7G        2G
稗        5C,9H        4C,9H        3C,8H        2C,3G
雀麦草        5C,9H        9H        9H        3C,6G
野燕麦        4C,9H        3C,8H        3C,8G        3C,5G
小麦        5C,9H        3C,9G        3C,8G        5G
玉米        3C,9H        2C,8G        3C,5G        2C,2G
大麦        9G        9G        3C,9G        8G
大豆        9H        3C,6H        4C,6H        3C,4H
稻子        10E        5C,9H        4C,9H        2C,6G
高粱        4C,9G        4C,8H        4C,9G        3C,6G
甜菜        9G        8G        5C,9G        4C,8G
棉花        9G        9G        8G        2G,6G
表A(续)
化合物41        化合物42
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        4C,8H        2C,4G        2C,8G        2C,7G
苍耳        5C,9H        2C,4G        5C,9H        3C,8G
绒毛叶        4C,8H        3C,5H        4C,8H        5G
园尖莎草        0        0        3G        4G
马唐        2G        0        0        0
大狐尾草        5G        0        4G        0
稗        2C,7H        3H        4C,9H        4G
雀麦草        3C,8G        4G        7G        0
野燕麦        7G        3G        2C,7G        0
小麦        4G        2G        2G        0
玉米        0        0        2G        0
大麦        0        0        0        0
大豆        4C,8H        3C,5H        2C,7G        1H
稻子        5C,9G        3C,5G        2C,9G        5G
高粱        2C,6G        2C,4G        9G        7G
甜菜        3C,6H        2C,3G        3C,8G        2C,6G
棉花        4C,9H        2C,3G        2C,8G        5G
表A(续)
化合物41        化合物42
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        1C        2G        2C,4H        1H
苍耳        3C,3G        -        3C,7H        7H
绒毛叶        1H        0        0        2G
园尖莎草        0        0        0        0
马唐        0        0        6G        0
大狐尾草        0        0        2C,7G        0
稗        0        0        9H        6G
雀麦草        0        0        8G        4G
野燕麦        0        0        2G        0
小麦        0        0        2G        0
玉米        2G        0        2G        0
大麦        2G        0        5G        0
大豆        3C,3H        1C        7G        0
稻子        0        0        8H        7G
高粱        3C,3G        0        8G        2C,7G
甜菜        6G        3H        8G        0
棉花        2C,3G        0        5G        2G
表A(续)
化合物43        化合物44
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        3C,8H        3C,7H        3C,7H        3C,3H
苍耳        3G        0        2C,5G        2C
绒毛叶        7G        2C,5G        3C,6H        0
园尖莎草        0        0        0        0
马唐        3G        0        0        0
大狐尾草        2G        0        1C        0
稗        4G        3G        3C,7H        2C,4G
雀麦草        8G        7G        0        0
野燕麦        4C,9G        5C,9G        0        0
小麦        9G        9G        0        0
玉米        0        0        3C,7G        0
大麦        9G        9G        2C        0
大豆        3H,8G        2H,5G        2C,7H        3H
稻子        4C,9G        4C,9G        4C,9G        4G
高粱        4C,8G        2C,5G        5C,9H        5G
甜菜        3C,7G        2C,5G        3C,7H        3C,6G
棉花        5G        0        3C,6G        1C
表A(续)
化合物43        化合物44
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        3H        0        2C        5G
苍耳        8G        0        1H        0
绒毛叶        0        0        7G        0
园尖莎草        0        0        0        0
马唐        0        0        0        0
大狐尾草        5G        0        3G        0
稗        0        0        3G        0
雀麦草        7G        3G        0        0
野燕麦        2C,6G        0        0        0
小麦        6G        0        0        0
玉米        2C,6G        0        3C,7H        0
大麦        9G        7G        0        0
大豆        1C        0        0        0
稻子        9H        4G        3C,8H        2C,4G
高粱        3C,6H        0        3C,8H        2C
甜菜        9G        2G        7G        5G
棉花        0        0        2C        0
表A(续)
化合物45        化合物46
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        4C,9H        2C,5G        10C        10C
苍耳        4C,9H        1C        10C        8H
绒毛叶        3C,7H        3C,3G        10C        9C
园尖莎草        3G        0        2C,9G        4C,8G
马唐        2G        0        7G        5G
大狐尾草        2G        0        5C,9G        3C,8G
稗        3C,9H        2C,5H        10C        5C,9G
雀麦草        3G        0        9G        8G
野燕麦        2G        0        2C,9G        9G
小麦        2G        0        5C,9G        9G
玉米        2C,6G        0        2C,9G        9H
大麦        0        0        3C,9G        9G
大豆        3C,8G        2C,6H        9C        5C,9G
稻子        5C,9G        5G        9C        9C
高粱        4C,9H        2C,8G        9C        5C,9G
甜菜        5C,9G        3C,7H        10C        9C
棉花        3C,8H        2C,4G        10C        2C,8G
表A(续)
化合物45        化合物46
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        4H        4H        9G        9G
苍耳        6H        4H        9H        8G
绒毛叶        2G        3G        9C        9G
园尖莎草        0        0        4C,9G        0
马唐        0        0        3G        0
大狐尾草        0        0        9H        7G
稗        4G        0        9H        3C,9H
雀麦草        0        0        7G        3G
野燕麦        0        0        4C,9H        8H
小麦        0        0        10H        3C,9H
玉米        3C,8H        0        10H        3C,9H
大麦        0        0        9G        9H
大豆        2C,2H        0        9H        8H
稻子        3C,7H        0        10E        10E
高粱        3C,8G        2C,4G        10H        5C,9H
甜菜        4G        4G        5C,9G        5C,9G
棉花        5G        2C        9G        9G
表A(续)
化合物47        化合物48
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        9C        4C,9H        4C,9H        2C,2H
苍耳        7H        2G        1H        1H
绒毛叶        5C,9G        3C,8G        3C,7H        3G
园尖莎草        7G        3G        4G        0
马唐        4G        0        0        0
大狐尾草        5G        2G        0        0
稗        3C,9H        3C,8H        3C,7H        1H
雀麦草        2C,6G        4G        2G        0
野燕麦        3C,8G        3G        2G        0
小麦        8G        2G        2G        0
玉米        3C,8H        2G        1H        0
大麦        3C,8G        4G        2G        0
大豆        4C,9G        3C,8G        2C,7G        2H
稻子        4C,9G        4C,9G        4C,9G        2G
高粱        4C,9G        4C,9G        4C,8G        6G
甜菜        9C        9C        4C,8H        2C,6G
棉花        8H        3C,8G        6H        0
表A(续)
化合物47        化合物48
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9G        7G        2G        3G
苍耳        8H        -        0        -
绒毛叶        4C,9G        7H        0        -
园尖莎草        4G        0        0        0
马唐        2G        0        0        0
大狐尾草        8G        2C        0        0
稗        8H        2C        0        0
雀麦草        6G        0        0        0
野燕麦        2C,8G        2G        0        0
小麦        8G        3G        0        0
玉米        2C,9G        2C,6G        0        0
大麦        9G        2C,7G        2G        0
大豆        3C,7H        7H        2C        0
稻子        5C,9H        6G        0        3G
高粱        5C,9H        2C,8G        2C        -
甜菜        4C,9G        7G        -        2G
棉花        9G        2C,5G        2G        -
表A(续)
化合物49        化合物50
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        4C,8G        2C,5G        2C,5H        0
苍耳        4C,9H        5G        0        0
绒毛叶        3C,8H        3H        2C,5G        0
园尖莎草        5G        0        0        0
马唐        0        0        0        0
大狐尾草        3C,6G        0        2C,4G        0
稗        3C,8H        3H        3C,7H        0
雀麦草        0        0        0        0
野燕麦        0        0        0        0
小麦        2G        0        0        0
玉米        1H        0        2G        0
大麦        1C        0        0        0
大豆        2H        1H,        0        0
稻子        4C,9G        4C,9G        6G        0
高粱        4C,9G        4C,9H        8G        4G
甜菜        3C,8H        2C,5G        3C,7G        0
棉花        7G        3G        2G        0
表A(续)
化合物49        化合物50
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        8G        7G        0        0
苍耳        9H        7H        8G        -
绒毛叶        3H        0        7G        -
园尖莎草        4G        0        0        0
马唐        0        0        0        0
大狐尾草        3C,4G        2G        0        0
稗        3C,8H        2G        0        0
雀麦草        0        0        0        0
野燕麦        2G        0        0        0
小麦        3G        0        0        0
玉米        4G        0        0        0
大麦        8G        0        0        0
大豆        4G        0        0        0
稻子        3C,8H        4G        2C        0
高粱        10H        3C,8H        2C,5G        0
甜菜        3C,8G        8G        4G        0
棉花        2C,7G        1C        0        0
表A(续)
化合物51        化合物52
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        4C,8H        1C        5C,9G        4C,9H
苍耳        3C,6G        0        4C,9H        3C,4G
绒毛叶        2G        0        3C,8H        3C,4G
园尖莎草        8G        0        9G        2C,7G
马唐        2C,2G        0        3C,7G        2C
大狐尾草        6C,9H        3C,7H        9C        4C,8G
稗        9C        3C,8H        9C        9H
雀麦草        8G        0        3C,8G        5G
野燕麦        4C,9G        0        4C,9G        3C,7G
小麦        8G        2G        8G        4G
玉米        4C,9H        2C,5G        3C,8H        0
大麦        3G        0        3C,7G        2G
大豆        3C,7H        2C,5G        4C,9G        2C,8H
稻子        9C        5C,9G        9C        4C,9G
高粱        9C        4C,9H        9C        5C,9G
甜菜        9C        3C,7H        9C        4C,8H
棉花        8H        7H        4C,9G        3C,8H
表A(续)
化合物51        化合物52
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        5G        7G        8G        0
苍耳        4H        -        7H        0
绒毛叶        0        5G        5G        0
园尖莎草        0        0        5G        0
马唐        0        0        0        0
大狐尾草        4G        2G        6G        2G
稗        2G        2G        5G        0
雀麦草        2G        0        5G        0
野燕麦        0        0        2G        0
小麦        2G        0        7G        0
玉米        2C,8G        0        3C,8H        2G
大麦        6G        0        8G        3G
大豆        2C,5G        1H        8H        5H
稻子        9H        2G        9H        5H
高粱        2C,9H        2C,5G        3C,9H        3C,8G
甜菜        5G        5G        9G        8G
棉花        7G        0        2C,7G        2G
表A(续)
化合物53        化合物54
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        9C        10C        10C        10C
苍耳        9C        9C        10C        10C
绒毛叶        9C        9C        10C        9C
园尖莎草        9C        9C        9C        5C,9G
马唐        8G        3G        6G        3G
大狐尾草        9C        3C,8G        5C,9G        3C,9G
稗        9C        9C        10C        9C
雀麦草        9C        9G        9C        4C,9G
野燕麦        2G        0        3C,5G        0
小麦        9G        7G        3C,9G        9G
玉米        3H        0        2H        0
大麦        3C,9G        2C,6G        8G        5G
大豆        9C        5C,9G        9C        4C,9G
稻子        9C        5C,9G        9C        9C
高粱        9C        10C        9C        9C
甜菜        9C        10C        10C        9C
棉花        9C        9C        9C        5C,9G
表A(续)
化合物53        化合物54
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9C        9G        9G        9G
苍耳        9H        -        9H        9H
绒毛叶        9C        9C        5C,9G        5C,9G
园尖莎草        10E        10E        10E        10E
马唐        2G        0        3G        0
大狐尾草        9H        8H        9H        3C,8H
稗        9H        9H        9H        9H
雀麦草        10H        9H        9H        10E
野燕麦        0        0        8G        2C,5G
小麦        9H        7H        10H        4C,9H
玉米        2C,7G        4G        7G        6G
大麦        9G        9G        9G        9G
大豆        9H        9H        9H        3C,8H
稻子        10E        10E        10E        10E
高粱        5C,9H        9H        10H        5C,9H
甜菜        9C        9C        9C        5C,9G
棉花        9G        9G        4C,9G        9G
表A(续)
化合物55        化合物56
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        8C        10C        10C
苍耳        10C        9C        10C        4C,9G
绒毛叶        10C        9C        10C        3C,8G
园尖莎草        9C        9G        5C,9G        4C,9G
马唐        3C,6G        2C,5G        6G        2G
大狐尾草        9C        3C,8G        4C,9G        7G
稗        9C        10C        9C        9H
雀麦草        9C        5C,9G        4C,9G        9G
野燕麦        5C,9G        3C,9G        3G        0
小麦        9G        9G        8G        3G
玉米        2H        0        0        0
大麦        9G        3C,7G        2G        0
大豆        5C,9G        4C,8G        3C,8G        3C,5H
稻子        5C,9G        5C,9G        9C        5C,9G
高粱        5C,9G        5C,9G        9C        5C,9G
甜菜        9C        9C        10C        9C
棉花        9G        9G        10C        3C,8G
表A(续)
化合物55        化合物56
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9G        8G        9G        9G
苍耳        9H        9H        9H        5H
绒毛叶        4C,9G        8G        8H        6H
园尖莎草        10E        9G        10E        4G
马唐        2G        0        2G        0
大狐尾草        9H        3C,8G        3C,7G        6G
稗        9H        3C,8H        9H        8H
雀麦草        9H        8G        8H        6G
野燕麦        8G        0        0        0
小麦        9G        2G        8G        5G
玉米        3G        1C,2G        1C        0
大麦        9G        8G        4C,8G        5G
大豆        3C,8H        2C,6G        7H        2H
稻子        10E        9H        10E        8H
高粱        10H        9H        9H        5C,9H
甜菜        9G        9G        4C,9G        8G
棉花        9G        9G        9G        7G
表A(续)
化合物57        化合物58
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        2C,8G        1C,7G        0
苍耳        10C        10C        0        0
绒毛叶        10C        2C,9H        2G        0
园尖莎草        5C,9G        2C,9G        0        0
马唐        7G        0        0        0
大狐尾草        3C,9G        2C,7G        0        0
稗        2C,9G        2C,5H        0        0
雀麦草        8C        2C,9G        2G        0
野燕麦        2C,9G        2C,6G        0        0
小麦        1C,6G        0        0        0
玉米        1C,8H        3C,8H        0        0
大麦        5C,9G        3C,9G        0        0
大豆        5C,8H        2C,6H        0        0
稻子        5C,9G        2C,8G        3C        0
高粱        3C9G        3C,9G        1C,5G        0
甜菜        9C        10C        2C,4H        0
棉花        10C        2C,8H        2G        0
表A(续)
化合物57        化合物58
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        8H        3C,7H        0        0
苍耳        2C,8H        2C,7H        0        0
绒毛叶        2C,7H        2C,5H        0        0
园尖莎草        10E        9G        0        0
马唐        1C,5G        2C,4G        0        0
大狐尾草        2C,7H        2C,6G        0        0
稗        2C,6H        2C,4H        0        0
雀麦草        3C,9H        2C,9H        0        0
野燕麦        2C,6G        2C,6G        0        0
小麦        4G        0        0        0
玉米        2C,7G        3C,4G        0        0
大麦        6G        6G        0        0
大豆        2C,5G        1C,2G        0        0
稻子        3C,9H        2C,8H        0        0
高粱        2C,9H        2C,8H        0        0
甜菜        9C        4C,8G        1C        0
棉花        2C,8G        2C,8G        0        0
表A(续)
化合物59        化合物60
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        10C        10C        3C,8G        1C,1H
苍耳        10C        10C        2C,8G        2H
绒毛叶        10C        9C        3C,9G        4G
园尖莎草        10C        10C        2C,5G        0
马唐        3C,9G        7G        0        0
大狐尾草        9C        9C        3C,8G        4G
稗        9C        9C        3C,7H        2H
雀麦草        9C        10C        9G        3G
野燕麦        9C        5C,9G        2C,7G        0
小麦        9C        4C,9G        9G        0
玉米        9C        10C        3C,8H        0
大麦        9C        5C,9G        2C,4G        0
大豆        9C        9C        3G        2H
稻子        9C        9C        5C,9G        0
高粱        9C        9C        2C,9G        5G
甜菜        9C        9C        9C        3G
棉花        10C        9C        3C,8G        0
表A(续)
化合物59        化合物60
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        9G        9G        0        0
苍耳        9H        9H        2H        0
绒毛叶        9C        3C,9G        0        0
园尖莎草        10E        10E        0        0
马唐        3C,7G        3G        0        0
大狐尾草        5C,9H        3C,7G        0        0
稗        5C,9H        4C,9H        0        0
雀麦草        10E        9H        0        0
野燕麦        4C,9H        3C,6G        0        0
小麦        10H        4C,9H        0        0
玉米        5C,9H        4C,9H        0        0
大麦        4C,9G        3C,9G        0        0
大豆        9H        9H        0        0
稻子        10E        10E        0        0
高粱        10H        4C,9H        0        0
甜菜        5C,9G        4C,9G        0        0
棉花        9G        9G        0        0
表A(续)
化合物61        化合物62
用量        千克/公顷        0.05        0.01        0.05        0.01
芽后处理
牵牛花        1C,1H        0        0        0
苍耳        3H        0        0        0
绒毛叶        4H        0        0        0
园尖莎草        0        0        0        0
马唐        0        0        0        0
大狐尾草        5G        2G        2G        0
稗        2C,5G        3G        2C,5G        0
雀麦草        6G        0        6G        0
野燕麦        2C,5G        2G        2C,5G        0
小麦        9G        8G        6G        0
玉米        2C,7G        3G        3G        0
大麦        2C,5G        3G        4G        0
大豆        2C,6H        3H        0        0
稻子        3C,9G        3G        7G        0
高粱        4G        2G        7G        0
甜菜        2C,4G        0        2C        0
棉花        0        0        0        0
表A(续)
化合物61        化合物62
用量        千克/公顷        0.05        0.01        0.05        0.01
芽前处理
牵牛花        0        0        0        0
苍耳        0        0        0        0
绒毛叶        0        0        0        0
园尖莎草        0        0        0        0
马唐        0        0        0        0
大狐尾草        0        0        0        0
稗        0        0        0        0
雀麦草        0        0        0        0
野燕麦        0        0        0        0
小麦        0        0        0        0
玉米        0        0        0        0
大麦        0        0        0        0
大豆        0        0        0        0
稻子        0        0        0        0
高粱        0        0        0        0
甜菜        0        0        0        0
棉花        0        0        0        0
表A(续)
化合物63
用量        千克/公顷        0.05        0.01
芽后处理
牵牛花        10C        4C,8G
苍耳        4C,9H        3C,7H
绒毛叶        4C,8H        3C,7H
园尖莎草        9G        2C,8G
马唐        3C,6G        5G
大狐尾草        9C        2C,8G
稗        9C        3C,9G
雀麦草        5C,9G        9G
野燕麦        3C,8G        2C,5G
小麦        9G        7G
玉米        5C,9G        3C,9G
大麦        9G        8G
大豆        3C,8H        3C,4H
稻子        6C,9G        4C,9G
高粱        3C,9G        4C,9G
甜菜        9C        5C,9G
棉花        4C,9G        3C,8H
表A(续)
化合物63
用量        千克/公顷        0.05        0.01
芽前处理
牵牛花        3H        0
苍耳        4G        1H
绒毛叶        0        0
园尖莎草        7G        0
马唐        3G        0
大狐尾草        3G        2G
稗        4G        2G
雀麦草        5G        0
野燕麦        2C        0
小麦        3G        0
玉米        3C,3G        0
大麦        3C,9G        4G
大豆        1C        0
稻子        4C,8H        3G
高粱        4C,9H        3C,5G
甜菜        7G        3C,5G
棉花        3C,6G        5G
试验B
芽后处理
将两个直径25厘米、深12.5厘米的圆盘盛满黄樟沙质土壤。一盘种看麦娘,甜菜、圆尖莎草块基、欧洲油菜、马唐、镰刀荚、茶莠、曼陀罗、绒毛叶和大狐尾草。让另一盘种小麦、大麦、棉花、稻子、玉米、大豆、野燕麦、苍耳、牵牛花、石茅和稗。让植物生长近十四天,然后用溶于非植物毒性的溶剂的本试验化合物芽后喷洒。
芽前处理
将两个直径为25厘米、深12.5厘米的圆盘盛满黄樟沙质土壤。一盘种看麦娘、甜菜、园尖莎草欧洲油菜、马唐、镰刀荚、茶莠、曼陀罗、绒毛叶和大狐尾草。另一盘种小麦、大麦、棉花、稻子、玉米、大豆、野燕麦、苍耳、牵牛花、石茅和稗。将两个盘子用溶于非植物毒性溶剂的本试验化合物芽前喷洒。
处理的植物和对照物在温室中保存28天,然后将所有已处理的植物同对照植物比较,用肉眼评定植物对这一处理的响应。评定的等级从0到100,这里,0为无效,100为完全控制。(一)响应指没有试验。
评定的等级列在表B中
表B
化合物2
芽后处理
用量        克/公顷        62        16        16        4        4        1        .25
玉米        100        100        100        100        100        60        40
小麦        100        100        100        60        100        40        0
大麦        -        -        -        -        -        -        -
稻子        100        100        100        90        70        50        30
大豆        100        100        100        100        90        90        60
棉花        100        100        60        70        20        40        0
甜菜        100        100        100        100        100        100        100
欧洲油菜(芸薹)        100        100        100        100        100        100        100
马唐        100        80        100        50        60        40        0
石茅        100        100        100        100        90        60        40
看麦娘        100        100        100        100        90        50        30
稗        100        100        100        100        100        60        40
园尖莎草        100        100        100        100        80        90        80
大狐尾草        100        100        100        90        90        50        30
野燕麦        90        100        80        60        70        40        0
苍耳        100        100        90        70        60        30        0
牵牛花        100        100        90        100        70        90        60
茶莠        100        100        90        70        30        40        0
镰刀荚        100        100        100        90        70        60        0
曼陀罗        100        100        100        90        70        70        40
绒毛叶        100        100        100        100        80        80        50
表B(续)
化合物2
芽前处理
用量        克/公顷        250        62        62        16        16        4        1
玉米        100        100        100        80        90        20        0
小麦        100        90        100        80        100        30        0
大麦        -        -        -        -        -        -        -
稻子        100        100        100        100        100        90        70
大豆        100        100        100        80        100        40        20
棉花        100        80        100        80        80        30        0
甜菜        100        100        100        100        100        100        30
欧洲油菜(芸薹)        100        100        100        90        100        20        0
马唐        100        100        100        90        90        30        0
石茅        100        100        100        100        100        90        30
看麦娘        100        90        100        100        100        70        20
稗        100        100        100        90        100        80        20
园尖莎草        100        100        100        100        100        70        20
大狐尾草        100        100        100        90        100        80        50
野燕麦        100        90        100        90        90        20        0
苍耳        100        90        100        80        90        20        0
牵牛花        100        50        100        40        70        0        0
茶莠        100        100        100        80        90        50        20
镰刀荚        100        90        100        80        80        60        20
曼陀罗        100        100        100        90        90        60        20
绒毛叶        100        100        100        100        100        60        0
Figure 941038475_IMG40
Figure 941038475_IMG42
表B(续)
化合物4
芽后处理
用量        克/公顷        62        16        4        1
玉米        100        100        80        40
小麦        100        100        40        0
大麦        -        -        -        -
稻子        100        100        60        30
大豆        100        100        100        60
棉花        100        90        70        30
甜菜        100        100        100        100
欧洲油菜(芸薹)        100        100        100        100
马唐        100        80        50        30
石茅        100        100        70        30
看麦娘        100        100        60        30
稗        100        100        60        30
园尖莎草        100        90        50        30
大狐尾草        100        90        60        30
野燕麦        100        90        30        0
苍耳        100        90        50        30
牵牛花        100        100        80        50
茶莠        100        80        60        40
镰刀荚        100        80        60        30
曼陀罗        100        100        70        40
绒毛叶        100        100        100        60
表B(续)
化合物4
芽前处理
用量        克/公顷        250        62        16        4
玉米        100        100        90        60
小麦        100        100        90        70
大麦        -        -        -        -
稻子        100        100        100        100
大豆        100        100        90        60
棉花        100        90        60        30
甜菜        100        100        100        90
欧洲油菜(芸薹)        100        100        100        50
马唐        100        90        50        30
石茅        100        100        100        70
看麦娘        100        100        100        90
稗        100        100        100        60
园尖莎草        100        90        80        60
大狐尾草        100        100        100        60
野燕麦        100        90        70        70
苍耳        100        100        80        50
牵牛花        100        90        50        30
茶莠        100        90        70        30
镰刀荚        100        90        60        30
曼陀罗        100        90        80        50
绒毛叶        100        100        80        50
表B(续)
化合物5
芽后处理
用量        克/公顷        62        16        4        1
玉米        100        90        60        40
小麦        70        40        0        0
大麦        -        -        -        -
稻子        100        90        30        0
大豆        90        90        60        40
棉花        100        90        60        30
甜菜        100        100        100        90
欧洲油菜(芸薹)        100        100        100        100
马唐        70        50        40        30
石茅        100        100        80        40
看麦娘        100        100        60        30
稗        100        100        80        40
园尖莎草        100        100        80        70
大尾狐草        100        80        30        0
野燕麦        70        40        0        0
苍耳        100        100        60        30
牵牛花        100        90        80        60
茶莠        90        70        50        30
镰刀荚        70        60        40        30
曼陀罗        100        90        60        30
绒毛叶        100        100        60        30
表B(续)
化合物5
芽前处理
用量        克/公顷        250        62        16        4
玉米        100        100        90        30
小麦        100        100        50        0
大麦        -        -        -        -
稻子        100        100        100        100
大豆        100        90        80        60
棉花        100        80        50        30
甜菜        100        100        100        80
欧洲油菜(芸薹)        100        100        80        60
马唐        90        70        50        30
石茅        100        100        100        100
看牵娘        100        100        100        90
稗        100        100        90        70
园尖莎草        100        100        100        90
大狐尾草        100        100        90        60
野燕麦        90        80        50        30
苍耳        100        90        70        50
牵牛花        100        80        70        30
茶莠        90        70        50        30
镰刀荚        90        70        50        50
曼陀罗        100        90        60        30
绒毛叶        100        90        60        30
表B(续)
芽后处理        化合物8
用量        克/公顷        62        16        4        1
玉米        100        80        50        30
小麦        30        0        0        0
大麦        -        -        -        -
稻子        90        70        0        0
大豆        100        80        70        0
棉花        100        90        60        40
甜菜        100        100        100        90
欧洲油菜(芸薹)        100        100        100        90
马唐        90        50        30        0
石茅        90        50        0        0
看麦娘        100        90        30        0
稗        90        50        0        0
园尖莎草        100        70        70        40
大狐尾草        90        50        0        0
野燕麦        30        0        0        0
苍耳        100        90        50        30
牵牛花        100        90        60        30
茶莠        100        70        30        30
镰刀荚        90        50        30        0
曼陀罗        100        100        60        30
绒毛叶        100        100        70        50
表B(续)
化合物8
芽前处理
用量        克/公顷        250        62        16        4
玉米        100        90        30        0
小麦        80        30        0        0
大麦        -        -        -        -
稻子        100        100        100        20
大豆        100        80        40        0
棉花        100        60        20        0
甜菜        100        100        100        50
欧洲油菜(芸薹)        100        100        90        40
马唐        80        70        40        20
石茅        100        90        60        20
看麦娘        100        90        70        30
稗        100        90        20        0
园尖莎草        100        100        80        60
大狐尾草        100        90        -        0
野燕麦        100        90        80        0
苍耳        100        80        20        0
牵牛花        100        60        20        0
茶莠        100        90        90        20
镰刀荚        100        90        30        0
曼陀罗        100        100        80        30
绒毛叶        100        100        60        20
表B(续)
化合物13
芽后处理
用量        克/公顷        62        16        4        1
玉米        100        100        70        40
小麦        30        0        0        0
大麦        -        -        -        -
稻子        90        30        0        0
大豆        100        100        100        70
棉花        100        100        90        50
甜菜        100        100        100        100
欧洲油菜(芸薹)        100        100        100        100
马唐        90        60        50        30
石茅        100        90        60        30
看麦娘        100        70        40        0
稗        100        90        60        30
园尖莎草        100        100        90        80
大狐尾草        100        80        30        0
野燕麦        60        30        0        0
苍耳        100        70        50        30
牵牛花        100        100        100        50
茶莠        100        90        60        40
镰刀荚        100        100        80        40
曼陀罗        100        100        60        30
绒毛叶        100        100        100        70
表B(续)
化合物13
芽前处理
用量        克/公顷        250        62        16        4
玉米        100        90        90        20
小麦        30        0        0        0
大麦        -        -        -        -
稻子        100        100        100        70
大豆        100        100        90        70
棉花        100        80        80        20
甜菜        100        100        100        90
欧洲油菜(芸薹)        100        100        90        90
马唐        90        70        50        0
石茅        100        100        100        60
看麦娘        100        90        80        50
稗        100        100        90        60
园尖莎草        100        100        100        90
大狐尾草        100        90        70        50
野燕麦        -        -        -        -
苍耳        100        70        80        20
牵牛花        100        90        80        30
茶莠        100        90        90        20
镰刀荚        100        100        80        20
曼陀罗        100        100        90        50
绒毛叶        100        100        90        80
表B(续)
化合物14
芽后处理
用量        克/公顷        16        4        1        .25
玉米        100        80        60        40
小麦        30        0        0        0
大麦        -        -        -        -
稻子        60        30        0        0
大豆        100        100        70        60
棉花        100        70        50        30
甜菜        100        100        90        70
欧洲油菜(芸薹)        100        100        90        60
马唐        30        0        0        0
石茅        100        80        60        30
看麦娘        70        30        0        0
稗        100        80        50        30
园尖莎草        90        70        50        30
大狐尾草        70        30        0        0
野燕麦        40        0        0        0
苍耳        100        90        60        30
牵牛花        90        70        50        30
茶莠        90        50        30        0
镰刀荚        80        50        0        0
曼陀罗        90        90        50        30
绒毛叶        100        90        50        30
表B(续)
化合物14
芽前处理
用量        克/公顷        62        16        4        1
玉米        90        70        50        30
小麦        80        40        0        0
大麦        -        -        -        -
稻子        100        100        70        40
大豆        100        90        70        60
棉花        80        70        50        30
甜菜        100        100        100        80
欧洲油菜(芸薹)        100        100        60        60
马唐        90        70        50        30
石茅        100        80        50        30
看麦娘        100        90        60        30
稗        100        70        50        0
园尖莎草        100        100        90        80
大狐尾草        100        60        40        0
野燕麦        80        40        0        0
苍耳        100        90        70        50
牵牛花        90        70        50        30
茶莠        90        80        50        30
镰刀荚        90        70        50        30
曼陀罗        90        70        50        30
绒毛叶        90        70        50        30
表B(续)
化合物16
芽后处理
用量        克/公顷        62        16        4        1
玉米        0        0        0        0
小麦        0        0        0        0
大麦        -        -        -        -
稻子        60        0        0        0
大豆        100        70        40        0
棉花        90        70        50        30
甜菜        100        100        90        70
欧洲油菜(芸薹)        100        100        90        60
马唐        30        0        0        0
石茅        90        70        30        0
看麦娘        70        30        0        0
稗        90        50        0        0
园尖莎草        90        70        60        40
大狐尾草        0        0        0        0
野燕麦        0        0        0        0
苍耳        90        80        50        30
牵牛花        90        80        60        30
茶莠        70        30        30        0
镰刀荚        50        30        0        0
曼陀罗        100        80        50        30
绒毛叶        100        80        30        0
表B(续)
化合物16
芽前处理
用量        克/公顷        250        62        16        4
玉米        80        50        30        0
小麦        90        40        0        0
大麦        -        -        -        -
稻子        100        100        90        60
大豆        100        80        60        30
棉花        90        70        50        30
甜菜        100        100        100        100
欧洲油菜(芸薹)        100        90        60        0
马唐        90        70        50        40
石茅        100        80        50        30
看麦娘        100        90        60        30
稗        100        80        40        0
园尖莎草        100        100        100        90
大狐尾草        80        60        30        0
野燕麦        90        40        0        0
苍耳        100        80        70        30
牵牛花        100        80        50        30
茶莠        90        80        50        30
镰刀荚        90        70        50        30
曼陀罗        90        70        50        30
绒毛叶        90        70        50        30
表B(续)
化合物20
芽后处理
用量        克/公顷        62        16        4
玉米        100        90        40
小麦        90        60        20
大麦        -        -        -
稻子        95        90        85
大豆        95        90        80
棉花        100        100        90
甜菜        95        90        90
欧洲油菜(芸薹)        100        100        100
马唐        60        30        20
石茅        100        100        85
看麦娘        100        95        85
稗        100        95        80
园尖莎草        100        80        60
大狐尾草        90        85        60
野燕麦        85        70        30
苍耳        100        95        85
牵牛花        100        100        90
茶莠        90        95        90
镰刀荚        70        25        30
曼陀罗        95        90        30
绒毛叶        100        100        90
表B(续)
化合物20
芽前处理
用量        克/公顷        250        62        16
玉米        100        95        90
小麦        95        95        80
大麦        -        -        -
稻子        100        100        100
大豆        95        95        85
棉花        95        90        80
甜菜        100        95        90
欧洲油菜(芸薹)        100        95        80
马唐        90        30        10
石茅        95        95        90
看麦娘        100        95        80
稗        100        95        90
园尖莎草        100        100        100
大狐尾草        100        95        90
野燕麦        90        85        65
苍耳        95        90        90
牵牛花        95        90        80
茶莠        90        80        50
镰刀荚        90        50        10
曼陀罗        100        90        60
绒毛叶        100        95        70
Figure 941038475_IMG44
Figure 941038475_IMG45
Figure 941038475_IMG46
Figure 941038475_IMG47
表B(续)
化合物23
芽后处理
用量        克/公顷        62        16        4        1
玉米        50        30        0        0
小麦        40        0        0        0
大麦        -        -        -        -
稻子        70        40        0        0
大豆        100        100        80        60
棉花        100        100        70        40
甜菜        100        100        100        100
欧洲油菜(芸薹)        100        100        100        100
马唐        60        40        30        0
石茅        100        100        80        60
看麦娘        100        70        30        0
稗        100        100        80        60
园尖莎草        100        100        70        50
大狐尾草        70        50        30        0
野燕麦        40        0        0        0
苍耳        100        100        100        100
牵牛花        100        80        60        30
茶莠        90        70        50        30
镰刀荚        100        70        50        30
曼陀罗        100        100        70        50
绒毛叶        100        100        100        90
表B(续)
化合物23
芽前处理
用量        克/公顷        250        62        16        4
玉米        70        50        30        0
小麦        80        60        40        0
大麦        -        -        -        -
稻子        100        100        80        50
大豆        100        80        60        40
棉花        90        70        40        0
甜菜        100        100        100        80
欧洲油菜(芸薹)        100        90        70        50
马唐        90        70        50        30
石茅        100        90        80        60
看麦娘        100        100        80        50
稗        100        80        60        40
园尖莎草        100        100        80        60
大狐尾草        100        100        90        70
野燕麦        70        50        30        0
苍耳        90        80        70        50
牵牛花        70        50        30        0
茶莠        90        70        50        -
镰刀荚        90        70        40        0
曼陀罗        100        80        60        40
绒毛叶        100        80        60        40
表B(续)
化合物24
芽后处理
用量        克/公顷        62        16        4        1
玉米        0        0        0        0
小麦        30        0        0        0
大麦        -        -        -        -
稻子        30        0        0        0
大豆        100        100        80        60
棉花        100        90        70        40
甜菜        100        100        100        90
欧洲油菜(芸薹)        100        100        100        100
马唐        30        0        0        0
石茅        100        70        50        30
看麦娘        100        100        70        40
稗        80        60        30        0
园尖莎草        100        90        70        50
大狐尾草        70        30        0        0
野燕麦        30        0        0        0
苍耳        100        100        100        90
牵牛花        100        90        70        50
茶莠        70        50        30        0
镰刀荚        70        50        30        0
曼陀罗        100        70        50        30
绒毛叶        100        100        70        50
表B(续)
化合物24
芽前处理
用量        克/公顷        250        62        16        4
玉米        30        0        0        0
小麦        70        30        0        0
大麦        -        -        -        -
稻子        90        70        50        30
大豆        90        70        50        30
棉花        70        50        30        0
甜菜        100        100        90        80
欧洲油菜(芸薹)        100        90        70        50
马唐        90        60        30        0
石茅        90        80        70        50
看麦娘        90        80        70        40
稗        90        80        60        30
园尖莎草        100        80        60        40
大狐尾草        100        90        70        40
野燕麦        70        40        30        0
苍耳        90        70        50        30
牵牛花        80        60        40        20
茶莠        90        70        50        30
镰刀荚        90        70        40        0
曼陀罗        90        70        50        30
绒毛叶        90        70        50        30
表B(续)
化合物27
芽后处理
用量        克/公顷        250        62        16        4
玉米        0        0        0        0
小麦        40        20        0        0
大麦        -        -        -        -
稻子        90        70        50        30
大豆        90        80        70        50
棉花        100        90        60        30
甜菜        100        100        100        100
欧洲油菜(芸薹)        100        100        100        100
马唐        70        50        30        0
石茅        100        90        70        50
看麦娘        90        60        30        0
稗        100        90        70        50
园尖莎草        100        100        70        50
大狐尾草        70        50        30        0
野燕麦        60        40        20        0
苍耳        100        90        70        50
牵牛花        90        80        70        50
茶莠        80        60        40        20
镰刀荚        80        60        30        0
曼陀罗        100        70        50        30
绒毛叶        100        100        80        50
表B(续)
化合物27
芽前处理
用量        克/公顷        250        62        16        4
玉米        0        0        0        0
小麦        70        50        30        0
大麦        -        -        -        -
稻子        100        90        70        50
大豆        70        50        30        0
棉花        50        30        0        0
甜菜        100        90        70        50
欧洲油菜(芸薹)        90        70        50        30
马唐        80        70        60        30
石茅        90        80        70        40
看麦娘        90        70        50        30
稗        90        60        30        0
园尖莎草        90        70        50        30
大狐尾草        90        60        40        0
野燕麦        80        60        30        0
苍耳        80        60        40        0
牵牛花        30        0        0        0
茶莠        90        70        50        30
镰刀荚        90        70        40        0
曼陀罗        90        70        50        30
绒毛叶        90        70        50        30
表B(续)
化合物28
芽后处理
用量        克/公顷        250        62        16
玉米        0        0        0
小麦        30        0        0
稻子        50        30        0
大豆        80        60        40
棉花        100        70        30
甜菜        100        100        100
欧洲油菜(芸薹)        100        100        100
马唐        50        30        0
石茅        90        70        50
看麦娘        100        90        70
稗        90        60        30
园尖莎草        70        50        30
大狐尾草        80        60        30
野燕麦        30        0        0
苍耳        90        70        50
牵牛花        100        100        70
茶莠        80        60        40
镰刀荚        50        30        0
曼陀罗        100        80        60
绒毛叶        100        80        50
Figure 941038475_IMG48
表B(续)
化合物31
芽后处理
用量克/公顷        62        16        4        1
玉米        100        70        50        30
小麦        0        0        0        0
大麦        -        -        -        -
稻子        70        30        0        0
大豆        100        90        70        40
棉花        80        60        30        0
甜菜        100        100        60        30
欧洲油菜(芸薹)        100        100        100        100
马唐        90        70        50        30
石茅        100        100        60        30
看麦娘        100        100        60        30
稗        100        100        70        30
园尖莎草        30        0        0        0
大狐尾草        100        100        70        40
野燕麦        70        40        20        0
苍耳        90        70        50        30
牵牛花        90        70        50        30
茶莠        80        60        30        0
镰刀荚        80        60        30        0
曼陀罗        100        80        60        40
绒毛叶        100        80        60        40
表B(续)
化合物31
芽前处理
用量克/公顷        250        62        16        4
玉米        90        60        0        0
小麦        60        30        0        0
大麦        -        -        -        -
稻子        100        100        90        70
大豆        90        70        50        30
棉花        80        40        0        0
甜菜        100        90        70        50
欧洲油菜(芸薹)        90        70        50        20
马唐        90        60        30        0
石茅        100        80        60        40
看麦娘        100        90        70        50
稗        90        80        60        30
园尖莎草        80        60        40        20
大狐尾草        100        80        60        30
野燕麦        60        30        0        0
苍耳        90        70        50        30
牵牛花        80        60        40        20
茶莠        70        50        30        0
镰刀荚        80        60        40        0
曼陀罗        90        70        50        30
绒毛叶        90        70        50        30
表B(续)
化合物32
芽后处理
用量克/公顷        62        16        4        1
玉米        80        40        0        0
小麦        80        60        40        20
大麦        -        -        -        -
稻子        100        70        50        30
大豆        100        100        90        70
棉花        100        100        100        80
甜菜        100        100        70        50
欧洲油菜(芸薹)        100        100        100        100
马唐        90        70        50        30
石茅        100        100        100        80
看麦娘        100        100        90        70
稗        100        100        100        90
园尖莎草        100        100        100        90
大狐尾草        100        90        70        50
野燕麦        80        60        40        20
苍耳        100        100        100        70
牵牛花        100        100        90        70
茶莠        100        80        60        30
镰刀荚        100        100        90        80
曼陀罗        100        90        80        70
绒毛叶        100        100        100        90
表B(续)
化合物32
芽前处理
用量克/公顷        250        62        16        4
玉米        90        80        70        40
小麦        80        60        40        20
大麦        -        -        -        -
稻子        100        100        100        100
大豆        100        80        60        40
棉花        90        70        50        30
甜菜        100        100        90        70
欧洲油菜(芸薹)        100        90        70        50
马唐        90        80        70        60
石茅        100        100        90        70
看麦娘        90        80        70        50
稗        100        90        70        40
园尖莎草        100        90        80        70
大狐尾草        100        100        80        60
野燕麦        90        70        50        30
苍耳        90        70        50        30
牵牛花        100        90        60        30
茶莠        100        80        60        40
镰刀荚        100        80        40        0
曼陀罗        90        80        70        50
绒毛叶        90        80        70        50
表B(续)
化合物33
芽后处理
用量克/公顷        62        16        4
玉米        80        40        30
小麦        90        70        30
大麦        -        -        -
稻子        80        70        30
大豆        90        90        70
棉花        90        90        50
甜菜        100        100        80
欧洲油菜(芸薹)        100        100        100
马唐        60        30        0
石茅        100        100        60
看麦娘        90        70        30
稗        100        70        50
园尖莎草        100        60        50
大狐尾草        90        70        50
野燕麦        80        40        30
苍耳        100        80        60
牵牛花        100        100        50
茶莠        80        50        30
镰刀荚        90        50        30
曼陀罗        90        80        60
绒毛叶        100        100        90
表B(续)
化合物33
芽前处理
用量克/公顷        250        62        16        4
玉米        40        0        0        0
小麦        90        40        0        0
大麦        -        -        -        -
稻子        100        100        30        0
大豆        90        60        30        0
棉花        80        60        30        0
甜菜        100        80        40        0
欧洲油菜(芸薹)        90        70        50        30
马唐        70        50        30        0
石茅        100        90        70        50
看麦娘        90        70        30        0
稗        100        70        30        0
园尖莎草        90        70        50        30
大狐尾草        100        80        50        30
野燕麦        80        30        0        0
苍耳        90        60        30        0
牵牛花        90        60        30        0
茶莠        60        30        0        0
镰刀荚        90        60        30        0
曼陀罗        90        70        50        30
绒毛叶        80        60        40        20
表B(续)
化合物34
芽后处理
用量克/公顷        62        16        4        1
玉米        70        30        0        0
小麦        60        30        0        0
大麦        -        -        -        -
稻子        90        70        50        30
大豆        90        90        80        60
棉花        90        80        50        30
甜菜        100        100        70        50
欧洲油菜(芸薹)        100        100        100        100
马唐        80        50        30        0
石茅        100        90        70        30
看麦娘        100        70        30        0
稗        100        70        50        0
园尖莎草        90        70        50        30
大狐尾草        90        70        60        0
野燕麦        70        50        30        0
苍耳        90        70        30        0
牵牛花        90        80        60        40
茶莠        80        50        30        0
镰刀荚        90        50        30        0
曼陀罗        100        80        70        50
绒毛叶        100        100        80        60
表B(续)
化合物34
芽前处理
用量克/公顷        250        62        16        4
玉米        60        0        0        0
小麦        70        30        0        0
大麦        -        -        -        -
稻子        100        100        40        0
大豆        90        50        0        0
棉花        60        30        0        0
甜菜        100        90        70        50
欧洲油菜(芸薹)        90        70        40        0
马唐        70        50        40        30
石茅        90        70        40        0
看麦娘        100        80        40        0
稗        90        40        0        0
园尖莎草        90        70        50        30
大狐尾草        90        50        0        0
野燕麦        70        30        0        0
苍耳        90        50        30        0
牵牛花        80        50        30        0
茶莠        80        50        30        0
镰刀荚        70        30        0        0
曼陀罗        90        70        50        30
绒毛叶        80        70        50        30
表B(续)
化合物35
芽后处理
用量克/公顷        62        16        4        1
玉米        30        0        0        0
小麦        40        0        0        0
大麦        -        -        -        -
稻子        100        70        30        0
大豆        90        80        60        50
棉花        100        80        40        0
甜菜        100        100        100        70
欧洲油菜(芸薹)        100        100        100        100
马唐        60        30        0        0
石茅        100        100        70        40
看麦娘        100        80        30        0
稗        100        100        70        30
园尖莎草        90        70        50        30
大狐尾草        90        80        50        30
野燕麦        50        0        0        0
苍耳        100        90        50        30
牵牛花        100        90        50        30
茶莠        90        60        30        0
镰刀荚        90        40        0        0
曼陀罗        100        80        50        30
绒毛叶        100        100        70        30
表B(续)
化合物35
芽前处理
用量克/公顷        250        62        16        4
玉米        30        0        0        0
小麦        80        60        30        0
大麦        -        -        -        -
稻子        100        100        100        70
大豆        90        80        70        30
棉花        90        70        50        30
甜菜        100        100        90        70
欧洲油菜(芸薹)        100        90        60        30
马唐        80        60        50        30
石茅        100        100        90        70
看麦娘        100        100        90        50
稗        100        90        80        50
园尖莎草        100        100        70        50
大狐尾草        100        90        80        50
野燕麦        80        60        30        0
苍耳        90        80        50        40
牵牛花        90        80        60        30
茶莠        90        70        40        0
镰刀荚        50        30        0        0
曼陀罗        100        80        50        30
绒毛叶        90        80        50        30
表B(续)
化合物36
芽后处理
用量克/公顷        62        16        4        1
玉米        90        70        30        0
小麦        80        50        30        0
大麦        -        -        -        -
稻子        90        70        50        30
大豆        100        80        60        40
棉花        90        70        40        0
甜菜        100        100        100        70
欧洲油菜(芸薹)        0        0        0        0
马唐        90        60        30        0
石茅        100        90        60        30
看麦娘        100        100        70        30
稗        100        90        70        30
园尖莎草        0        0        0        0
大狐尾草        90        70        50        30
野燕麦        90        60        30        0
苍耳        30        0        0        0
牵牛花        100        90        70        50
茶莠        70        50        30        0
镰刀荚        90        60        30        0
曼陀罗        80        60        40        0
绒毛叶        80        60        40        0
表B(续)
化合物36
芽前处理
用量克/公顷        250        62        16        4
玉米        70        30        0        0
小麦        60        30        0        0
大麦        -        -        -        -
稻子        100        100        100        90
大豆        80        40        0        0
棉花        40        0        0        0
甜菜        100        90        70        50
欧洲油菜(芸薹)        80        60        40        0
马唐        100        70        50        30
石茅        100        90        70        40
看麦娘        100        100        80        60
稗        100        80        40        0
园尖莎草        70        50        30        0
大狐尾草        100        90        70        40
野燕麦        70        40        0        0
苍耳        -        0        0        0
牵牛花        80        60        30        0
茶莠        90        70        50        20
镰刀荚        90        70        50        30
曼陀罗        90        70        40        20
绒毛叶        90        70        50        20
Figure 941038475_IMG50
Figure 941038475_IMG52
Figure 941038475_IMG53
Figure 941038475_IMG54
Figure 941038475_IMG55
Figure 941038475_IMG59
Figure 941038475_IMG60
Figure 941038475_IMG61
Figure 941038475_IMG63

Claims (6)

1、一种适用于控制不想要的植物生长的组合物,此种组合物包括有效量的活性成分或其农业上适用的盐和至少一种下列化合物:表面活性剂、固体或液体稀释剂,其特征在于所述活性成分是一种下式的化合物:
Figure 941038475_IMG1
式中:
W是O;
m是0;
n是0;
R是H;
E是单键;
Q是
Figure 941038475_IMG2
R1是H;
R2是CH3
R3是CH3
A是
Figure 941038475_IMG3
X是CH3或OCH3
Y是OCH3;及
z是CH。
2、一种制备适用于控制不想要的植物生长的组合物的方法,其特征在于所述方法包括将有效量的权利要求1的活性成分化合物或其农业上适用的盐和至少一种下列化合物混合:表面活性剂、固体或液体稀释剂。
3、根据权利要求2的方法,其特征在于,制备下式的所述活性成分化合物的方法:
Figure 941038475_IMG4
式中R1、R2、m、n、Q、E、W、R和A的定义如权利要求1中所述,包括将下式的化合物:
Figure 941038475_IMG5
与式ANHR(Ⅲ)的化合物在惰性的非质子传递溶剂中反应,式中R1、R2、m、n、Q、E、W、R和A的定义如上所述。
4、根据权利要求3的方法,其中该惰性的非质子传递溶剂是二氯甲烷、甲氢呋喃或乙腈。
5、根据权利要求2的方法,其特征在于,制备下式的所述活性成分化合物的方法:
Figure 941038475_IMG6
式中R1、R2、m、n、Q、E、W、R和A的定义如权利要求1中所述,包括将下式的化合物:
Figure 941038475_IMG7
与下式的化合物:
Figure 941038475_IMG8
在溶剂中反应,式中R1、R2、m、n、Q、E、W、R和A的定义如上所述。
6、权利要求1的适用于控制不想要的植物生长的组合物的应用,该应用包括向待保护的地点施用有效量的权利要求1所述的组合物。
CN 94103847 1986-11-24 1986-11-24 除草磺酰胺组合物及其制法和应用 Pending CN1095549A (zh)

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US9708336B2 (en) 2014-01-22 2017-07-18 Merck Sharp & Dohme Corp. Metallo-beta-lactamase inhibitors
US9839642B2 (en) 2014-05-09 2017-12-12 Merck Sharp & Dohme Corp. Beta-tetrazolyl-propionic acids as metallo-beta-lactamase inhibitors
WO2016210234A1 (en) 2015-06-26 2016-12-29 Merck Sharp & Dohme Corp. Metallo-beta-lactamase inhibitors
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US10544130B2 (en) 2015-06-26 2020-01-28 Merck Sharp & Dohme Corp. Metallo-beta-lactamase inhibitors
CN105384725A (zh) * 2015-12-21 2016-03-09 江西安利达化工有限公司 一种四唑嘧磺隆关键中间体的制备方法及其应用
CN105384725B (zh) * 2015-12-21 2018-06-22 江西安利达化工有限公司 一种四唑嘧磺隆关键中间体的制备方法及其应用
WO2019018186A1 (en) 2017-07-17 2019-01-24 Merck Sharp & Dohme Corp. METALLO-BETA-LACTAMASE INHIBITORS AND METHODS OF USE
US11207312B2 (en) 2017-07-17 2021-12-28 Merck Sharp & Dohme Corp. Metallo-beta-lactamase inhibitors and methods of use thereof

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