CN1194644A - 吡唑－4－基苯甲酰基衍生物及其用作除草剂 - Google Patents
吡唑－4－基苯甲酰基衍生物及其用作除草剂 Download PDFInfo
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- CN1194644A CN1194644A CN96196605A CN96196605A CN1194644A CN 1194644 A CN1194644 A CN 1194644A CN 96196605 A CN96196605 A CN 96196605A CN 96196605 A CN96196605 A CN 96196605A CN 1194644 A CN1194644 A CN 1194644A
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D335/06—Benzothiopyrans; Hydrogenated benzothiopyrans
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/64—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D411/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D411/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D411/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明涉及式Ⅰ的吡唑－4－基苯甲酰基衍生物及其农业上可利用的盐、其制备方法及其作为除草剂的应用,式Ⅰ中取代基L、M、X、Y和n具有权利要求1中给出的含意,且Q是式Ⅱ的吡唑环,它连接于4位上,其中,R15是C1－C4－烷基,R16是氢、C1－C4－烷基或C1－C4－卤代烷基,且R17是氢、C1－C4－烷基磺酰基、苯基磺酰基或烷基苯基磺酰基,其中在Y=C=O时,X不等于NR23。
Description
本发明涉及具有除草作用的新颖的吡唑-4-基苯甲酰基衍生物、制备该吡唑-4-基苯甲酰基衍生物的方法，包含它的组合物及这些衍生物或含有它的组合物防治杂草的应用。
除草活性的吡唑苯甲酰基衍生物公开于文献，例如于EP 352543、WO93/15060、WO 94/01431和WO 93/18031中。
然而，这些已知化合物的除草性能及其与作物相容性令人满意程度有限。
本发明的目的是发现具有改进性能的新颖的吡唑苯甲酰基衍生物。
我们发现，此目的通过式I的吡唑-4-基苯甲酰基衍生物及其农业上可利用的盐实现
其中取代基具有下列含意：L和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基，这些基团是未取代的或由一至五个卤原子或C1-C4-烷氧基取代；卤素、氰基、硝基、基团-(A)m-S(O)nR1或基团-(A)m-CO-R2；Y 是由C＝O、C＝N-R3、CR7-NR5R6、CR7-OR8、CR10R11、CR7-SR8组成的基团；由氢或C1-C4-烷基取代的1，3-二噁烷基或1，3-二氧戊环基；选自氧、硫和氮的杂原子；X 是链(-CR12R13-)、(-CR12R13-CR21R22-)、(-CR12＝CR13-)、(-CR12R13-CR12＝CR13-)；NR23X和Y之间的键可以是饱和或不饱和的；A 是氧或NR14；m 是0或1；n 是0、1或2；R1 是C1-C4-烷基、C1-C4-卤代烷基或NR14；R2 是C1-C4-烷基、C1-C4-卤代烷基、C1-C4-烷氧基或NR14；R3 是氢、-NR9R4；C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基、C2-C6-链烯基、C2-C6-卤代链烯基、C2-C6-炔基；单至多取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；单-至多取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；单-至多取代的苄氧基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R4 是氢、C1-C6-烷基、C1-C6-卤代烷基、C2-C6-链烯基、C2-C6-炔基、C＝O-NR14；单取代至多取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；单-至多取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R9 是氢、C1-C6-烷基、C1-C6-卤代烷基、C2-C6-链烯基、C2-C6-炔基、C＝O-NR14；单取代至多取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；单-至多取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R5和R6相互独立地是氢、C1-C6-烷基、C2-C6-链烯基、C1-C4-卤代烷基、C2-C6-卤代链烯基、C1-C6-烷氧基、C1-C6-卤代烷氧基；单至多取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；单-至多取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R7 是氢、C1-C6-烷基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基；未取代或取代的苯基，其取代基可以由一至三个卤素、C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、硝基组成；R7与R21或R7与R23或R7与R12可以形成一键；R8 是氢、C1-C6-烷基、C1-C4-卤代烷基，取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R10和R11相互独立地是氢、C1-C6-烷基；未取代的或由一至三个卤素、C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、硝基取代的苯基；R10与R12或R10与R23或R10与R21可以形成一键；R12和R13相互独立地是氢、C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R14是C1-C4-烷基；R21是氢、C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R22是氢、C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R23是氢、C1-C6-烷基、C2-C6-链烯基、C1-C6-烷氧基；未取代或取代的苯基或苄基，其取代基由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；Q 是式II的吡唑环，连接于4-位上，
其中R15是C1-C4-烷基，R16是氢、C1-C4-烷基或C1-C4-卤代烷基，且R17是氢、C1-C4-烷基磺酰基、苯基磺酰基或烷基苯基磺酰基，其中在Y＝C＝O时，X不等于NR23。
式I化合物通过式IIa的5-羟基吡唑与式III的苯甲酸衍生物反应，并将产物进行重排反应，给出式I的吡唑-4-基苯甲酰基衍生物而获得。反应式1
在上面的反应式1中，在所述的化学式中的T具有卤素或OH的含意，且R15、R16、L、M、X、Y和n具有上面给出的含意。
反应程序的第一步，即酰化，是用一般已知的方式进行的，例如在有或无辅助碱存在下，向环己二酮II的溶液或悬浮液中，加入式III(T＝Cl)的酰氯或例如用DCC(双环碳化二亚胺)或由文献已知的类似试剂(例如三苯基膦/DEAD＝偶氮二羧酸二乙酯，2-吡啶二硫化物/三苯基膦)活化的式III(T＝OH)的羧酸。此情况下，采用等摩尔量的反应剂和辅助碱是有利的。在某些情况下，相对于II，采用少量过量例如1.2至1.5摩尔当量的辅助碱会是有益的。
有用的辅助碱是叔烷基胺、吡啶或碱金属碳酸盐。所用的溶剂可以是例如二氯甲烷、二噁烷、乙醚、甲苯、乙腈或乙酸乙酯。
在加入酰氯时，优选将反应混合物冷却至0至10℃，之后在20-100℃下，特别是25至50℃下搅拌，直到反应完毕。后处理是用常规方式进行的，例如，将反应混合物倒入水中，并萃取有用的产物，例如用二氯甲烷。在有机相干燥并去除溶剂后，粗品烯醇酯可以无需作进一步纯化而直接用于重排。5-羟基吡唑的苯甲酸酯的制备实施例可见于例如EP-A-282944或US4,643,757中。
有利地是在20至40℃下，在溶剂中和在辅助碱存在下，且如果需要，借助于作为催化剂的氰基化合物，将5-羟基吡唑基苯甲酸酯重排成式I化合物。
可以使用的溶剂的实例是例如乙腈、二氯甲烷、叔戊醇、二噁烷、1，2-二氯乙烷、乙酸乙酯或甲苯。优选的溶剂是乙腈和二噁烷。有用的辅助碱是叔烷基胺、吡啶或碱金属碳酸盐，相对于5-羟基吡唑苯甲酸酯，它们优选采用等摩尔量或至多四倍过量。优选的辅助碱是二倍量的三乙胺和碱金属碳酸盐。
有用的催化剂是氰化钾、丙酮合氰化氢和三甲基甲硅烷基氰化物，优选相对于烯醇酯，采用1至50摩尔％的量。优选的是，例如以5至15，特别是10摩尔％的量加入丙酮合氰化氢。
5-羟基吡唑的苯甲酸酯重排的实例可见于例如EP-A 282 944或US4,643,757中。但这些公开文献只提到了使用在二噁烷中的碳酸钾或碳酸钠作为催化剂。而氰化钾或丙酮合氰化氢的使用尽管公开于环己-1，3-二酮的烯醇酯的类似重排中(US 4,695,673)，该文献并未公开氰化物化合物特别适用作5-羟基吡唑的O-乙酰基衍生物的Fries重排的实例。
后处理是用本身已知的方式进行的，例如反应混合物用稀无机酸例如用5％浓度的盐酸或硫酸来酸化，并用有机溶剂例如二氯甲烷或乙酸乙酯萃取。纯化时，将萃取液用冷的5至10％浓度碱金属碳酸盐溶液萃取，终产物进入水相。通过酸化水溶液，沉淀出式Ia-Ie的产物，或用二氯甲烷或乙酸乙酯再萃取，干燥，之后去除溶剂。
用作起始原料的式II的5-羟基吡唑是已知的且可以由本身已知的方式制备(参见，例如EP-A 240 001和J.Prakt.Chem.315,382(1973))。1，3-二甲基-5-羟基吡唑是可商购的化合物。
式III的苯甲酸可以如下制备：
苯甲酰卤，例如式III(T＝Cl)的苯甲酰氯用用已知的方式，通过式III(T＝OH)的苯甲酸与亚硫酰氯反应而制备。
式III(T＝OH)的苯甲酸可以用已知的方式，通过酸水解或碱水解相应的式III(T＝C1-C4-烷氧基)的酯而制备。
式III的中间体在一些情况下是已知的或可以通过由文献已知的方法制备。反应式2
例如，示于反应式2中的芳硫基化合物IV可以在碱如碱金属氢氧化物、碱金属氢化物或碱金属碳酸盐存在下，与取代的卤代链烯基反应，如《医学化学杂志》[J.Med.Chem.]1984，27，1516中所描述的，与取代的炔基羧酸反应，如《有机化学杂志》[J.Org.Chem]1980，45，4611或《美国化学会志》[J.Am.Chem.Soc.]1983，105，883中所描述的，与取代的卤代烷基羧酸反应，如《化学通讯》[Chem.Ber.]1925，58，1612中所描述的。在Friedel-Crafts条件下，加入路易斯酸或质子酸，将所得的化合物V环化成VI。优选的路易斯酸是AlCl3或SnCl4且优选的质子酸是多磷酸和硫酸，如《加拿大化学杂志》[Can.J.Chem.]1981，59，199；《化学通讯》[Chem.Ber.]1925，58，1625；《化学通讯》[Chem.Ber.]1926，59，1074；Phosp.and Sulf.1984，19，31中所描述的。
1，2-苯并硫吡喃酮酸(Thiochromenone acids)还可以通过例如由3-卤代二氢苯并噻喃酮酸消去卤化氢而制备，或例如通过取代的噻吩酸与取代的α-烷基乙酸酯在五氧化二磷存在下反应而制备，如《化学年鉴》[Ann.Chem.]1964，680，40中所描述的。
芳硫基化合物IV可以例如通过Sandmeyer反应，由相应的苯胺获得，该苯胺本身通过还原适合的硝基化合物而合成，如Organikum，第19版，1992，第552等页中所描述的。
在其中例如X等于(-CR12R13-)或(-CR12R13CR21R22-)，Y等于C＝O且T等于C1-C4-烷氧基的情况下，如反应式2中所述，二氢苯并噻喃酮酯或二氢苯并噻吩酯可以如下制备：通过在溶剂或水中，在上述碱之一存在下，用卤代丙酸或卤代乙酸来烷基化芳硫基化合物IV，并环化成VI。
在此情况下，反应剂和碱以等摩尔量采用是有利的。反应混合物优选在20-100℃，特别是在20-40℃下搅拌。后处理是例如用这样的方式进行的，将反应混合物倒入水中，水相使用无机酸如盐酸或硫酸酸化，有用的产物抽吸滤出，或用二氯甲烷或乙酸乙酯萃取，将萃取液干燥，并去除溶剂。所得的酯可以无需进一步纯化而反应。
通过例如在40-140℃，特别是在70-100℃下在多磷酸中搅拌V，或通过活化此羧酸而转化成其酰氯，并在溶剂中与2-6，特别是3.5至4.5摩尔当量的路易斯酸如AlCl3或SnCl4一起搅拌，或通过用硫酸或在硫酸中搅拌，用本身已知的方式后处理，例如加入冰水和抽吸滤出有用的产物或用乙酸乙酯或二氯甲烷萃取水相，干燥并去除溶剂而获得式III中间体。
在其中例如X等于亚乙基基团(-CR12＝CR13-)，Y等于C＝O和T等于C1-C4-烷氧基的情况下，1，2-苯并硫吡喃酮酯可以通过例如在水或溶剂中，在0-140℃下，使芳硫基化合物与乙炔基羧酸衍生物反应而转化。后处理是用本身已知的方式，通过加入水和稀无机酸例如盐酸而进行。有用产物或是用抽吸滤出，或是通过用二氯甲烷或乙酸乙酯萃取，之后干燥并去除溶剂而获得。
式III中间体可以通过由文献已知的反应而进一步官能化：例如还原，如Jerry March，《高级有机化学》[Advanced Organic Chemistry]，第4版，例如第910页等中所描述的，肟化，如按Jerry March，《高级有机化学》[Advanced Organic Chemistry]，第4版，例如第934、935、1039、1226、405页等中所描述的，转化成亚胺和胺，如Jerry March，《高级有机化学》[Advanced Organic Chemistry]第4版中所描述的，缩酮化、烷基化、卤化、消去或氧化，如Jerry March，《高级有机化学》[Advanced Organic Chemistry]第4版中所描述的。
由相应的糖精衍生物或1，2-苯并异噻唑为起始原料，可以获得3-烷氧基-1，2-苯并异噻唑-1，1-二氧化物或3-烷氧基-1，2-苯并异噻唑的酸，例如通过与PCl5或POCl3或氯和醇反应，如果适宜，反应在辅助碱如三乙胺存在下进行，该反应描述于例如US 4,571,429、《药物文献》[Arch.Pharm.]1984，317，807、US 4,461,901、US 450916，《医学化学杂志》[J.Med.Chem.]1986，29，359中。糖精羧酸可以通过由描述于下列文献中的已知方法获得：《化学年鉴》[Ann.Chem.]427，231，1922，《化学通讯》[Chem.Ber.]13，1554，1980，《化学通讯》[Chem.Ber.]25，1740，1892，德国专利公开3607343，德国专利申请P4427995.7。
苯并-1，4-氧硫杂环己二烯酸在一些情况下是已知的，例如由《有机化学杂志》[J.Org.Chem.]1968，33，456或可以例如由相应的苯酚衍生物按《化学通讯》[Chem.Comm.]1975，451，《有机化学杂志》[J.Org.Chem.]1974，39，1811，《美国化学会志》[J.Am.Chem.Soc.]1954，76，1068中所描述的反应而合成，或通过卤素取代的噻吩衍生物的取代反应与进一步的反应如氧化、还原或加成组合而合成，如《杂环化学杂志》[J.Het.Chem.]1983，20，867中所描述的。
式III的苯甲酸还可以通过在加压下，在钯、镍、钴或铑过渡金属催化剂和一种碱存在下，使相应的式VII的溴-或碘取代化合物与一氧化碳和水反应而获得反应式3
T 是OH、C1-C4-烷氧基，且Y、L、 M、X具有上面所述的含意。
催化剂镍、钴、铑和特别是钯可以以金属形式或是以其已知价位的常规盐的形式存在，如卤素化合物形式，例如PdCl2、RhCl3·H2O，乙酸盐，例如Pd(OAc)2，氰化物等。还可以存在与叔膦的金属配合物、金属烷基羰基化物、金属羰基化物，例如CO2(CO)8、Ni(CO)4，带有叔膦的金属羰基配合物，例如[P(Ph)3]2Ni(CO)2，或与叔膦配合的过渡金属盐。最后提到的实施方式是优选的，特别是在钯作为催化剂的情况下。在此处的膦配位体的性质可以有很大的不同。例如它们可以存在下列化学式：其中n是数字1、2、3或4，且基团R24至R26是低分子量烷基，例如C1-C6-烷基、芳基、C1-C4-烷基芳基，例如苄基、苯乙基或芳氧基。芳基是例如萘基、蒽基且优选是未取代或取代的苯基，其中于取代基而言，只考虑其对羧化反应是否具有惰性，除此之外，取代基可以有各种变化，且包括所有的惰性C-有机基团如C1-C6-烷基基团，例如甲基，羧基基团如COOH、COOM(M是例如碱金属、碱土金属或铵盐)，或经氧键合的C-有机基团，如C1-C6-烷氧基基团。
膦配合物可以用本身已知的方式制备，例如按在开头所提到的文献中所描述的。例如所用的起始原料是常规的商品金属盐如PdCl2或Pd(OCOCH3)2，加上膦例如P(C6H5)3、P(n-C4H9)3、PCH3(C6H5)2、1，2-双(二苯基膦基)乙烷。
以过渡金属为基准，膦的量通常是0至20，特别是0.1至10摩尔当量，特别优选是1至5摩尔当量。
过渡金属的量不是关键的。当然，由于费用的原因，以起始原料II或III为基准，其使用量很小，例如是0.1至10摩尔％、尤其1-5摩尔％。
制备苯甲酸III(T＝OH)时，以起始原料VI为基准，反应是用一氧化碳和至少等摩尔量的水进行的。反应组分水也可以同时作为溶剂使用，即，最大的量不是关键性的。
然而，取决于所用的起始原料和催化剂，使用另一种惰性溶剂或用于羧化反应的碱来替代用作溶剂的反应组分或许会是有利的。
适合的惰性溶剂是用于羧化反应的常规溶剂，如烃，例如甲苯、二甲苯、己烷、戊烷、环己烷，醚类，例如甲基叔丁基醚、四氢呋喃、二噁烷、二甲氧基乙烷，取代的酰胺类如二甲基甲酰胺，全取代的脲类如四-C1-C4-烷基脲，或腈类如苯甲腈或乙腈。
在此方法的优选实施方案中，过量使用反应组份之一，特别是碱，这样便无需加入另一种溶剂。
适合于此方法的碱是所有的能够结合反应所释放的碘化氢或溴化氢的惰性碱。在此可以提到的实例是叔胺如叔烷基胺，例如三烷基胺如三乙胺，环胺如N-甲基哌啶或N，N’-二甲基哌嗪，吡啶，碱金属碳酸盐或碳酸氢盐，或四烷基取代的脲衍生物如四-C1-C4-烷基脲，例如四甲基脲。
碱的量不是关键性的，常规地使用的是1至10，特别是1至5摩尔。当碱同时作为溶剂使用时，通常采用的量应使各种反应组份溶解，且为切实可行之原因，应避免不必要的太大过量，以节省费用和能够采用小的反应容器以及确保反应组分间的最大接触。
反应期间，将一氧化碳压力调节至以VI为基准总是存在过量的CO。优选的是，一氧化碳压力是在室温下为1至250巴，特别是5至150巴的CO。
羰基化作用通常是在20至250℃，特别是30至150℃下连续或分批进行的。在批量操作的情况下，有利地是将一氧化碳连续注入反应混合物中，以保持常压。
用作起始原料的芳基卤素化合物VII是已知的或可以容易地通过已知合成法的适当组合和通过上述反应程序而制备。
对于通式I吡唑-4-基苯甲酰基衍生物的意欲用途而言，适合的取代基是下列基团：L和M是氢，C1-C6-烷基，如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1，1-二甲基乙基、戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、1，1-二甲基丙基、1，2-二甲基丙基、2，2-二甲基丙基、1-乙基丙基、己基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1，1-二甲基丁基、1，2-二甲基丁基、1，3-二甲基丁基、2，2-二甲基丁基、2，3-二甲基丁基、3，3-二甲基丁基、1-乙基丁基、1，1，2-三甲基丙基、1，2，2-三甲基丙基、1-乙基-1-甲基丙基或1-乙基-2-甲基丙基；特别是甲基、乙基、1-甲基乙基、1-甲基丙基、2-甲基丙基、1，1-二甲基乙基和1，1-二甲基丙基；C2-C6-链烯基，如2-丙烯基、2-丁烯基、3-丁烯基、1-甲基-2-丙烯基、2-甲基-2-丙烯基、2-戊烯基、3-戊烯基、4-戊烯基、3-甲基-2-丁烯基、1-甲基-2-丁烯基、2-甲基-2-丁烯基、1-甲基-3-丁烯基、2-甲基-4-丁烯基、3-甲基-3-丁烯基、1，1-二甲基-2-丙烯基、1，2-二甲基-2-丙烯基、1-乙基-2-丙烯基、2-己烯基、3-己烯基、4-己烯基、5-己烯基、1-甲基-2-戊烯基、2-甲基-2-戊烯基、3-甲基-2-戊烯基、4-甲基-2-戊烯基、1-甲基-3-戊烯基、2-甲基-3-戊烯基、3-甲基-3-戊烯基、4-甲基-3-戊烯基、1-甲基-4-戊烯基、2-甲基-4-戊烯基、3-甲基-4-戊烯基、4-甲基-4-戊烯基、1，1-二甲基-2-丁烯基、1，1-二甲基-3-丁烯基、1，2-二甲基-2-丁烯基、1，3-二甲基-3-丁烯基、2，2-二甲基-3-丁烯基、2，3-二甲基-2-丁烯基、2，3-二甲基-3-丁烯基、1-乙基-2-丁烯基、1-乙基-3-丁烯基、2-乙基-2-丁烯基、2-乙基-3-丁烯基、1，1，2-三甲基-2-丙烯基、1-乙基-1-甲基-2-丙烯基和乙基-2-甲基-2-丙烯基；特别是1-甲基-2-丙烯基、1-甲基-2-丁烯基、1，1-二甲基-2-丙烯基和1，1-二甲基-2-丁烯基；C2-C6-炔基，如炔丙基、2-丁炔基、3-丁炔基、2-戊炔基、3-戊炔基、4-戊炔基、1-甲基-3-丁炔基、2-甲基-3-丁炔基、1-甲基-2-丁炔基、1，1-二甲基-2-丙炔基、1-乙基-2-丙炔基、2-己炔基、3-己炔基、4-己炔基、5-己炔基、1-甲基-2-戊炔基、1-甲基-3-戊炔基、1-甲基-4-戊炔基、3-甲基-4-戊炔基、4-甲基-2-戊炔基、1，1-二甲基-2-丁炔基、1，1-二甲基-3-丁炔基、1，2-二甲基-3-丁炔基、2，2-二甲基-3-丁炔基、1-乙基-2-丁炔基、1-乙基-3-丁炔基、2-乙基-3-丁炔基和1-乙基-1-甲基-2-丙炔基；C1-C4-烷氧基，如甲氧基、乙氧基、正丙氧基、1-甲基乙氧基、正丁氧基、1-甲基丙氧基、2-甲基丙氧基和1，1-二甲基-乙氧基，特别是C1-C3-烷氧基，如甲氧基、乙氧基或异丙氧基，其中这些基团可以是未取代或由一至五个卤素原子如氟、氯、溴和碘，优选氟和氯或如上所述的C1-C4-烷氧基取代，如上所定义的基团-(A)m-S(O)nR1是例如C1-C4-烷硫基，如甲硫基、乙硫基、正丙硫基、1-甲基乙硫基、正丁硫基、1-甲基丙硫基、2-甲基丙硫基和1，1-二甲基乙硫基，特别是甲硫基；C1-C4-烷基亚磺酰基，如甲基亚磺酰基、乙基亚磺酰基、正丙基亚磺酰基、1-甲基乙基亚磺酰基、正丁基亚磺酰基、1-甲基丙基亚磺酰基、2-甲基丙基亚磺酰基和1，1-二甲基乙基亚磺酰基，特别是甲基亚磺酰基；C1-C4-烷基磺酰基，如甲基磺酰基、乙基磺酰基、正丙基磺酰基、1-甲基乙基磺酰基、正丁基磺酰基、1-甲基丙基磺酰基、2-甲基丙基磺酰基和1，1-二甲基乙基磺酰基，特别是甲基磺酰基；C1-C4-烷氧基磺酰基，如甲氧基磺酰基、乙氧基磺酰基、正丙氧基磺酰基、1-甲基乙氧基磺酰基、正丁氧基磺酰基、1-甲基丙氧基磺酰基、2-甲基丙氧基磺酰基和1，1-二甲基乙氧基磺酰基，特别是甲氧基磺酰基；N-C1-C4-烷基氨磺酰基，如N-甲基氨磺酰基、N-乙基氨磺酰基、N-正丙基氨磺酰基、N-1-甲基乙基氨磺酰基、N-正丁基氨磺酰基、N-1-甲基丙基氨磺酰基、N-2-甲基丙基氨磺酰基和N-1，1-二甲基乙基氨磺酰基，特别是N-甲基氨磺酰基；N-C1-C4-烷基氨亚磺酰基，如N-甲基氨亚磺酰基、N-乙基氨亚磺酰基、N-正丙基氨亚磺酰基、N-1-甲基乙基氨亚磺酰基、N-正丁基氨亚磺酰基、N-1-甲基丙基氨亚磺酰基、N-2-甲基丙基氨亚磺酰基和N-1，1-二甲基乙基氨亚磺酰基，特别是N-甲基氨亚磺酰基；二-C1-C4-烷基氨磺酰基，如二甲基氨磺酰基、二乙基氨磺酰基、二丙基氨磺酰基、二丁基氨磺酰基、N-甲基-N-乙基氨磺酰基、N-甲基-N-丙基氨磺酰基、N-甲基-N-1-甲基乙基氨磺酰基、N-甲基-N-1，1-二甲基乙基氨磺酰基、二-1-甲基乙基氨磺酰基、N-乙基-N-1-甲基乙基氨磺酰基和N-乙基-N-1，1-二甲基乙基氨磺酰基，特别是二甲基氨磺酰基；二-C1-C4-烷基氨亚磺酰基，如二甲基氨亚磺酰基、二乙基氨亚磺酰基、二丙基氨亚磺酰基、二丁基氨亚磺酰基、N-甲基-N-乙基氨亚磺酰基、N-甲基-N-丙基氨亚磺酰基、N-甲基-N-1-甲基乙基氨亚磺酰基、N-甲基-N-1，1-二甲基乙基氨亚磺酰基、二-1-甲基乙基氨亚磺酰基、N-乙基-N-1-甲基乙基氨亚磺酰基和N-乙基-N-1，1-二甲基乙基氨亚磺酰基，特别是二甲基氨亚磺酰基；C1-C4-烷基亚磺酰基氧基，如甲基亚磺酰基氧基、乙基亚磺酰基氧基、正丙基亚磺酰基氧基、1-甲基乙基亚磺酰基氧基、正丁基亚磺酰基氧基、1-甲基丙基亚磺酰基氧基、2-甲基丙基亚磺酰基氧基和1，1-二甲基乙基亚磺酰基氧基，特别是甲基亚磺酰基氧基；C1-C4-烷基磺酰基氧基，如甲基磺酰基氧基、乙基磺酰基氧基、正丙基磺酰基氧基、1-甲基乙基磺酰基氧基、正丁基磺酰基氧基、1-甲基丙基磺酰基氧基、2-甲基丙基磺酰基氧基和1，1-二甲基乙基磺酰基氧基，特别是甲基磺酰基氧基；C1-C4-烷基亚磺酰基氨基，如甲基亚磺酰基氨基、乙基亚磺酰基氨基、正丙基亚磺酰基氨基、1-甲基乙基亚磺酰基氨基、正丁基亚磺酰基氨基、1-甲基丙基亚磺酰基氨基、2-甲基丙基亚磺酰基氨基和1，1-二甲基乙基亚磺酰基氨基，特别是甲基亚磺酰基氨基；C1-C4-烷基磺酰基氨基，如甲基磺酰基氨基、乙基磺酰基氨基、正丙基磺酰基氨基、1-甲基乙基磺酰基氨基、正丁基磺酰基氨基、1-甲基丙基磺酰基氨基、2-甲基丙基磺酰基氨基和1，1-二甲基乙基磺酰基氨基，特别是甲基磺酰基氨基；N-C1-C4-烷基亚磺酰基-N-甲基氨基，如N-甲基亚磺酰基-N-甲基氨基、N-乙基亚磺酰基-N-甲基氨基、N-正丙基亚磺酰基-N-甲基氨基、N-1-甲基乙基亚磺酰基-N-甲基氨基、N-正丁基亚磺酰基-N-甲基氨基、N-1-甲基丙基亚磺酰基-N-甲基氨基、N-2-甲基丙基亚磺酰基-N-甲基氨基和N-1，1-二甲基乙基亚磺酰基-N-甲基氨基，特别是N-甲基亚磺酰基-N-甲基氨基；N-C1-C4-烷基亚磺酰基-N-乙基氨基，如N-甲基亚磺酰基-N-乙基氨基、N-乙基亚磺酰基-N-乙基氨基、N-正丙基亚磺酰基-N-乙基氨基、N-1-甲基乙基亚磺酰基-N-乙基氨基、N-正丁基亚磺酰基-N-乙基氨基、N-1-甲基丙基亚磺酰基-N-乙基氨基、N-2-甲基丙基亚磺酰基-N-乙基氨基和N-1，1-二甲基乙基亚磺酰基-N-乙基氨基，特别是N-甲基亚磺酰基-N-乙基氨基；N-C1-C4-烷基磺酰基-N-甲基氨基，如N-甲基磺酰基-N-甲基氨基、N-乙基磺酰基-N-甲基氨基、N-正丙基磺酰基-N-甲基氨基、N-1-甲基乙基磺酰基-N-甲基氨基、N-正丁基磺酰基-N-甲基氨基、N-1-甲基丙基磺酰基-N-甲基氨基、N-2-甲基丙基磺酰基-N-甲基氨基和N-1，1-二甲基乙基磺酰基-N-甲基氨基，特别是N-甲基磺酰基-N-甲基氨基；N-C1-C4-烷基磺酰基-N-乙基氨基，如N-甲基磺酰基-N-乙基氨基、N-乙基磺酰基-N-乙基氨基、N-正丙基磺酰基-N-乙基氨基、N-1-甲基乙基磺酰基-N-乙基氨基、N-正丁基磺酰基-N-乙基氨基、N-1-甲基丙基磺酰基-N-乙基氨基、N-2-甲基丙基磺酰基-N-乙基氨基和N-1，1-二甲基乙基磺酰基-N-乙基氨基，特别是N-甲基磺酰基-N-乙基氨基；C1-C4-卤代烷硫基，如氯甲硫基、二氯甲硫基、三氯甲硫基、氟甲硫基、二氟甲硫基、三氟甲硫基、氯氟甲硫基、氯二氟甲硫基、1-氟乙硫基、2-氟乙硫基、2，2-二氟乙硫基、2，2，2-三氟乙硫基、2-氯-2，2-二氟乙硫基、2，2-二氯-2-氟乙硫基、2，2，2-三氯乙硫基和五氟乙硫基，特别是三氟甲硫基。上面定义的基团-(A)m-CO-R2是例如，C1-C4-烷基羰基，如甲基羰基、乙基羰基、正丙基羰基、1-甲基乙基羰基、正丁基羰基、1-甲基丙基羰基、2-甲基丙基羰基和1，1-二甲基-乙基羰基，特别是甲基羰基，C1-C4-烷氧基羰基，如甲氧基羰基、乙氧基羰基、正丙氧基羰基、1-甲基乙氧基羰基、正丁氧基羰基、1-甲基丙氧基羰基、2-甲基丙氧基羰基和1，1-二甲基-乙氧基羰基，特别是甲氧基羰基，N-C1-C4-烷基氨基甲酰基，如N-甲基氨基甲酰基、N-乙基氨基甲酰基、N-正丙基氨基甲酰基、N-1-甲基乙基氨基甲酰基、N-正丁基氨基甲酰基、N-1-甲基丙基氨基甲酰基、N-2-甲基丙基氨基甲酰基和N-1，1-二甲基-乙基氨基甲酰基，特别是N-甲基氨基甲酰基，二-C1-C4-烷基氨基甲酰基，如二甲基氨基甲酰基、二乙基氨基甲酰基、二丙基氨基甲酰基、二丁基氨基甲酰基、N-甲基-N-乙基氨基甲酰基、N-甲基-N-丙基氨基甲酰基、N-甲基-N-1-甲基乙基氨基甲酰基、N-甲基-N-1，1-二甲基乙基氨基甲酰基、二-1-甲基乙基氨基甲酰基、N-乙基-N-1-甲基乙基氨基甲酰基和N-乙基-N-1，1-二甲基乙基氨基甲酰基，特别是二甲基氨基甲酰基；C1-C4-烷基羰基氧基，如甲基羰基氧基、乙基羰基氧基、正丙基羰基氧基、1-甲基乙基羰基氧基、正丁基羰基氧基、1-甲基丙基羰基氧基、2-甲基丙基羰基氧基和1，1-二甲基-乙基羰基氧基，特别是甲基羰基氧基，C1-C4-烷基羰基氨基，如甲基羰基氨基、乙基羰基氨基、正丙基羰基氨基、1-甲基乙基羰基氨基、正丁基羰基氨基、1-甲基丙基羰基氨基、2-甲基丙基羰基氨基和1，1-二甲基-乙基羰基氨基，特别是甲基羰基氨基，N-C1-C4-烷基羰基-N-甲基氨基，如N-甲基羰基-N-甲基氨基、N-乙基羰基-N-甲基氨基、N-正丙基羰基-N-甲基氨基、N-1-甲基乙基羰基-N-甲基氨基、N-正丁基羰基-N-甲基氨基、N-1-甲基丙基羰基-N-甲基氨基、N-2-甲基丙基羰基-N-甲基氨基和N-1，1-二甲基乙基羰基-N-甲基氨基，特别是N-甲基羰基-N-甲基氨基；X是例如：CH2，CH(CH3)，C((CH3)2)，CH(C2H5)，C((C2H5)2)，CH(C6H5)，CH2-CH2，CH2-CH(CH3)，CH2-C((CH3)2)，CH(CH3)-CH(CH3)，CH(CH3)-C((CH3)2)，C((CH3)2)-C((CH3)2)，CH2-CH(C2H5)，CH2-C((C2H5)2)，CH(C2H5)-CH(C2H5)，CH(C2H5)-C((C2H5)2)，C((C2H5)2)-C((C2H5)2)，CH2-CH(C3H7)，CH2-CH(iC3H7)，CH2-CH(C4H9)，CH2-CH(iC4H9)，CH2-CH(Br)，CH2-C((Br)2)，CH(Br)-CH(Br)，C((Br)2)-C((Br)2)，CH2-CH(Cl)，CH2-C((Cl)2)，CH(Cl)-C((Cl2)，C((Cl)2)-C((Cl)2)，CH2-CH(C6H5)，CH(C6H5)-CH(C6H5)，CH2-CH(p-NO2C6H5)，CH＝CH，C(CH3)＝CH，C(CH3)＝CCH3，CH＝CBr，CH＝CCl，CBr＝CBr，CCl＝CCl，CH＝C(OCH3)，CH＝C(C6H5)，C(C6H5)＝C(C6H5)，C(C2H5)＝CH，C(C2H5)＝C(C2H5)，CH＝C(C3H5)，CH=C(C4H7)，CH2-CH＝CH，CH(CH3)-CH＝CH，C((CH3)2)-CH＝CH，CH2-CH＝C(CH3)，CH2-C(CH3)＝CH，CH2-C(CH3)=C(CH3)，CH(CH3)-C(CH3)＝C(CH3)，C((CH3)2)-C(CH3)＝C(CH3)，N-H，N-CH3，N-C2H5，N-C3H7，N-C4H9，N-iCH3H7，N-OCH3，N-OC2H5，N-CH2C6H5，N-C6H5：Y是例如：C＝O，CH-OH，CH-OCH3，CH-OC2H5，CH-OC3H7，CH-OiPr，CH-OC4H9，CH-OiBu，CH-OC5H11，CH-OC6H13，CH-OC6H5，C(CH3)-OCH3，C(CH3)-OC2H5，C(CH3)-OC3H7，C(CH3)-OC4H9，C(CH3)-OiPr，C(CH3)-OiBu，C(CH3)-OtBu，C(CH3)-OPh，CH2，CH(CH3)，C((CH3)2)，C＝N-CH3，C＝N-C2H5，C＝N-C3H7，C＝N-C4H9，C＝N-iC4H9，C＝N-tC4H9，C＝N-iPr，C＝N-OCH3，C＝N-OC2H5，C＝N-OC3H7，C＝N-OC4H9，C＝N-OiC4H9，C＝N-OtC4H9，C＝N-OCH2CH＝CH2，C＝N-OCH(CH3)CH＝CH2，C＝N-OCH2CH＝CHCH3，C＝N-OCH2CH＝C(CH3)2，C＝N-OCH2CH＝CHBr，C＝N-OCH2CH＝CHCl，C＝N-OCH2CH＝CHC2H5，C＝N-OCH2C≡CH，C＝N-OCH2C≡CCH3，C＝N-OCH2C6H5，CH-NH(OCH3)，CH-NH(OC2H5)，CH-NH(OiPr)，CH-NH(OnPr)，CH-NH(OC6H5)，CH-NCH3(OCH3)，CH-NCH3(OC2H5)，CH-NCH3(OiPr)，CH-NCH3(OnPr)，CH-NCH3(OC6H5)，CH-NH(CH3)，CH-NH(C2H5)，CH-NH(C3H7)，CH-NH(C4H9)，CH-NH(iPr)，CH-NH(iBu)，CH-NH(tBu)，CH-NH(C6H5)，CH-N(CH3)2，CH-NCH3(C2H5)，CH-NCH3(C3H7)，CH-NCH3(C4H9)，CH-NCH3(iPr)，CH-NCH3(iBu)，C＝N-NH2，C＝N-NHCH3，C＝N-N((CH3)2)，C＝N-NH(C2H5)，C＝N-NCH3(C2H5)，C＝N-N((C2H5)2)，CH-SCH3，CH-SC2H5，CH-SC3H7，CH-SC4H9，CH-SPr，CH-SiBu，CH-SH，C(CH3)-SCH3，C(CH3)-SC2H5，C(CH3)-SC3H7，1，3-二噁烷基，1，3-二氧戊环基，5，5-二甲基-1，3-二噁烷基优选式Ia的吡唑-4-基苯甲酰基衍生物，
其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-烷硫基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、C1-C4-卤代烷硫基、C1-C4-烷基磺酰基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-烷硫基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、C1-C4-卤代烷氧基、C1-C4卤代烷硫基、C1-C4-烷基磺酰基、卤素、硝基或氰基，和Q、X、n和Y具有上文给出的含意，其中在Y＝C＝O的情况下，X不是NR23。
还优选式Ib的吡唑-4-基苯甲酰基衍生物，
其中L是C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、X、n和Y具有上文给出的含意，其中在Y＝C＝O的情况下，X不是NR23。
优选的还有这样的式I吡唑-4-基苯甲酰基衍生物，其中基团L和M是氢、甲基、甲氧基、氯、氰基、硝基或三氟甲基。
优选式Ic的吡唑-4-基苯甲酰基衍生物，其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、n、Y以及R22、R21、R12和R13具有上文中给出的含意。
同样优选式Id的吡唑-4-基苯甲酰基衍生物，
其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、n、Y以及R12和R13具有上文中给出的含意。
还优选式Ie的吡唑-4-基苯甲酰基衍生物，其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、n、Y以及R12和R13具有上文中给出的含意。
优选的吡唑-4-基苯甲酰基衍生物同样还有这样的式I的化合物，其中n是1或2，和Y是CR7-OR8，其中R7和R8具有上文中给出的含意。表1：下式化合物
表2：下式化合物
表3：下式化合物
表4：下式化合物
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.1 | CH3 | CH3 | H | 0 | CH2 | C＝O | H | H |
| 1.2 | CH3 | CH3 | H | 2 | CH2 | C＝O | H | H |
| 1.3 | CH3 | CH3 | H | 0 | CH2 | CHOCH3 | H | H |
| 1.4 | CH3 | CH3 | H | 2 | CH2 | CHOCH3 | H | H |
| 1.5 | CH3 | CH3 | H | 0 | CH2 | CHOC2H5 | H | H |
| 1.6 | CH3 | CH3 | H | 2 | CH2 | CHOC2H5 | H | H |
| 1.7 | CH3 | CH3 | H | 0 | CH2 | CHOiPr | H | H |
| 1.8 | CH3 | CH3 | H | 2 | CH2 | CHOiPr | H | H |
| 1.9 | CH3 | CH3 | H | 0 | CH2 | CHOH | H | H |
| 1.10 | CH3 | CH3 | H | 2 | CH2 | CHOH | H | H |
| 1.11 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH3 | H | H |
| 1.12 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH3 | H | H |
| 1.13 | CH3 | CH3 | H | 0 | CH2 | C＝NOC2H5 | H | H |
| 1.14 | CH3 | CH3 | H | 2 | CH2 | C＝NOC2H5 | H | H |
| 1.15 | CH3 | CH3 | H | 0 | CH2 | C＝NOiPr | H | H |
| 1.16 | CH3 | CH3 | H | 2 | CH2 | C＝NOiPr | H | H |
| 1.17 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | H |
| 1.18 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | H |
| 1.19 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2C6H5 | H | H |
| 1.20 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2C6H5 | H | H |
| 1.21 | CH3 | CH3 | H | 0 | CH2 | C(CH3)2 | H | H |
| 1.22 | CH3 | CH3 | H | 2 | CH2 | C(CH3)2 | H | H |
| 1.23 | C2H5 | H | H | 0 | CH2 | C＝O | H | H |
| 1.24 | C2H5 | H | H | 2 | CH2 | C＝O | H | H |
| 1.25 | C2H5 | H | H | 0 | CH2 | CHOCH3 | H | H |
| 1.26 | C2H5 | H | H | 2 | CH2 | CHOCH3 | H | H |
| 1.27 | C2H5 | H | H | 0 | CH2 | CHOC2H5 | H | H |
| 1.28 | C2H5 | H | H | 2 | CH2 | CHOC2H5 | H | H |
| 1.29 | C2H5 | H | H | 0 | CH2 | CHOiPr | H | H |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.30 | C2H5 | H | H | 2 | CH2 | CHOiPr | H | H |
| 1.31 | C2H5 | H | H | 0 | CH2 | CHOH | H | H |
| 1.32 | C2H5 | H | H | 2 | CH2 | CHOH | H | H |
| 1.33 | C2H5 | H | H | 0 | CH2 | C＝NOCH3 | H | H |
| 1.34 | C2H5 | H | H | 2 | CH2 | C＝NOCH3 | H | H |
| 1.35 | C2H5 | H | H | 0 | CH2 | C＝NOC2H5 | H | H |
| 1.36 | C2H5 | H | H | 2 | CH2 | C＝NOC2H5 | H | H |
| 137 | C2H5 | H | H | 0 | CH2 | C＝NOiPr | H | H |
| 1.38 | C2H5 | H | H | 2 | CH2 | C＝NOiPr | H | H |
| 1.39 | C2H5 | H | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | H |
| 1.40 | C2H5 | H | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | H |
| 1.41 | C2H5 | H | H | 0 | CH2 | C＝NOCH2C6H5 | H | H |
| 1.42 | C2H5 | H | H | 2 | CH2 | C＝NOCH2C6H5 | H | H |
| 1.43 | C2H5 | H | H | 0 | CH2 | C(CH3)2 | H | H |
| 1.44 | C2H5 | H | H | 2 | CH2 | C(CH3)2 | H | H |
| 1.45 | CH3 | CH3 | H | 0 | CH2 | C＝O | H | CH3 |
| 1.46 | CH3 | CH3 | H | 2 | CH2 | C＝O | H | CH3 |
| 1.47 | CH3 | CH3 | H | 0 | CH2 | CHOCH3 | H | CH3 |
| 1.48 | CH3 | CH3 | H | 2 | CH2 | CHOCH3 | H | CH3 |
| 1.49 | CH3 | CH3 | H | 0 | CH2 | CHOC2H5 | H | CH3 |
| 1.50 | CH3 | CH3 | H | 2 | CH2 | CHOC2H5 | H | CH3 |
| 1.51 | CH3 | CH3 | H | 0 | CH2 | CHOiPr | H | CH3 |
| 1.52 | CH3 | CH3 | H | 2 | CH2 | CHOiPr | H | CH3 |
| 1.53 | CH3 | CH3 | H | 0 | CH2 | CHOH | H | CH3 |
| 1.54 | CH3 | CH3 | H | 2 | CH2 | CHOH | H | CH3 |
| 1.55 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH3 | H | CH3 |
| 1.56 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH3 | H | CH3 |
| 1.57 | CH3 | CH3 | H | 0 | CH2 | C＝NOC2H5 | H | CH3 |
| 1.58 | CH3 | CH3 | H | 2 | CH2 | C＝NOC2H5 | H | CH3 |
| 1.59 | CH3 | CH3 | H | 0 | CH2 | C＝NOiPr | H | CH3 |
| 1.60 | CH3 | CH3 | H | 2 | CH2 | C＝NOiPr | H | CH3 |
| 1.61 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.62 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.63 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 1.64 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 1.65 | CH3 | CH3 | H | 0 | CH2 | C(CH3)2 | H | CH3 |
| 1.66 | CH3 | CH3 | H | 2 | CH2 | C(CH3)2 | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.67 | C2H5 | H | H | 0 | CH2 | C＝O | H | CH3 |
| 1.68 | C2H5 | H | H | 2 | CH2 | C＝O | H | CH3 |
| 1.69 | C2H5 | H | H | 0 | CH2 | CHOCH3 | H | CH3 |
| 1.70 | C2H5 | H | H | 2 | CH2 | CHOCH3 | H | CH3 |
| 1.71 | C2H5 | H | H | 0 | CH2 | CHOC2H5 | H | CH3 |
| 1.72 | C2H5 | H | H | 2 | CH2 | CHOC2H5 | H | CH3 |
| 1.73 | C2H5 | H | H | 0 | CH2 | CHOiPr | H | CH3 |
| 1.74 | C2H5 | H | H | 2 | CH2 | CHOiPr | H | CH3 |
| 1.75 | C2H5 | H | H | 0 | CH2 | CHOH | H | CH3 |
| 1.76 | C2H5 | H | H | 2 | CH2 | CHOH | H | CH3 |
| 1.77 | C2H5 | H | H | 0 | CH2 | C＝NOCH3 | H | CH3 |
| 1.78 | C2H5 | H | H | 2 | CH2 | C＝NOCH3 | H | CH3 |
| 1.79 | C2H5 | H | H | 0 | CH2 | C＝NOC2H5 | H | CH3 |
| 1.80 | C2H5 | H | H | 2 | CH2 | C＝NOC2H5 | H | CH3 |
| 1.81 | C2H5 | H | H | 0 | CH2 | C＝NOiPr | H | CH3 |
| 1.82 | C2H5 | H | H | 2 | CH2 | C＝NOiPr | H | CH3 |
| 1.83 | C2H5 | H | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.84 | C2H5 | H | H | 2 | CH2 | C＝NOCH2CH＝CHCL | H | CH3 |
| 1.85 | C2H5 | H | H | 0 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 1.86 | C2H5 | H | H | 2 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 1.87 | C2H5 | H | H | 0 | CH2 | C(CH3)2 | H | CH3 |
| 1.88 | C2H5 | H | H | 2 | CH2 | C(CH3)2 | H | CH3 |
| 1.89 | CH3 | CH3 | H | 0 | CH2 | C＝O | H | Cl |
| 1.90 | CH3 | CH3 | H | 2 | CH2 | C＝O | H | Cl |
| 1.91 | CH3 | CH3 | H | 0 | CH2 | CHOCH3 | H | Cl |
| 1.92 | CH3 | CH3 | H | 2 | CH2 | CHOCH3 | H | Cl |
| 1.93 | CH3 | CH3 | H | 0 | CH2 | CHOC2H5 | H | Cl |
| 1.94 | CH3 | CH3 | H | 2 | CH2 | CHOC2H5 | H | Cl |
| 1.95 | CH3 | CH3 | H | 0 | CH2 | CHOiPr | H | Cl |
| 1.96 | CH3 | CH3 | H | 2 | CH2 | CHOiPr | H | Cl |
| 1.97 | CH3 | CH3 | H | 0 | CH2 | CHOH | H | Cl |
| 1.98 | CH3 | CH3 | H | 2 | CH2 | CHOH | H | Cl |
| 1.99 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH3 | H | Cl |
| 1.100 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH3 | H | Cl |
| 1.101 | CH3 | CH3 | H | 0 | CH2 | C＝NOC2H5 | H | Cl |
| 1.102 | CH3 | CH3 | H | 2 | CH2 | C＝NOC2H5 | H | Cl |
| 1.103 | CH3 | CH3 | H | 0 | CH2 | C＝NOiPr | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.104 | CH3 | CH3 | H | 2 | CH2 | C＝NOiPr | H | Cl |
| 1.105 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.106 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.107 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 1.108 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 1.109 | CH3 | CH3 | H | 0 | CH2 | C(CH3)2 | H | Cl |
| 1.110 | CH3 | CH3 | H | 2 | CH2 | C(CH3)2 | H | Cl |
| 1.111 | C2H5 | H | H | 0 | CH2 | C＝O | H | Cl |
| 1.112 | C2H5 | H | H | 2 | CH2 | C＝O | H | Cl |
| 1.113 | C2H5 | H | H | 0 | CH2 | CHOCH3 | H | Cl |
| 1.114 | C2H5 | H | H | 2 | CH2 | CHOCH3 | H | Cl |
| 1.115 | C2H5 | H | H | 0 | CH2 | CHOC2H5 | H | Cl |
| 1.116 | C2H5 | H | H | 2 | CH2 | CHOC2H5 | H | Cl |
| 1.117 | C2H5 | H | H | 0 | CH2 | CHOiPr | H | Cl |
| 1.118 | C2H5 | H | H | 2 | CH2 | CHOiPr | H | Cl |
| 1.119 | C2H5 | H | H | 0 | CH2 | CHOH | H | Cl |
| 1.120 | C2H5 | H | H | 2 | CH2 | CHOH | H | Cl |
| 1.121 | C2H5 | H | H | 0 | CH2 | C＝NOCH3 | H | Cl |
| 1.122 | C2H5 | H | H | 2 | CH2 | C＝NOCH3 | H | Cl |
| 1.123 | C2H5 | H | H | 0 | CH2 | C＝NOC2H5 | H | Cl |
| 1.124 | C2H5 | H | H | 2 | CH2 | C＝NOC2H5 | H | Cl |
| 1.125 | C2H5 | H | H | 0 | CH2 | C＝NOiPr | H | Cl |
| 1.126 | C2H5 | H | H | 2 | CH2 | C＝NOiPr | H | Cl |
| 1.127 | C2H5 | H | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.128 | C2H5 | H | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.129 | C2H5 | H | H | 0 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 1.130 | C2H5 | H | H | 2 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 1.131 | C2H5 | H | H | 0 | CH2 | C(CH3)2 | H | Cl |
| 1.132 | C2H5 | H | H | 2 | CH2 | C(CH3)2 | H | Cl |
| 1.133 | CH3 | CH3 | H | 0 | (CH2)2 | C＝O | H | Cl |
| 1.134 | CH3 | CH3 | H | 2 | (CH2)2 | C＝O | H | Cl |
| 1.135 | CH3 | CH3 | H | 0 | (CH2)2 | CHOCH3 | H | Cl |
| 1.136 | CH3 | CH3 | H | 2 | (CH2)2 | CHOCH3 | H | Cl |
| 1.137 | CH3 | CH3 | H | 0 | (CH2)2 | CHOC2H5 | H | Cl |
| 1.138 | CH3 | CH3 | H | 2 | (CH2)2 | CHOC2H5 | H | Cl |
| 1.139 | CH3 | CH3 | H | 0 | (CH2)2 | CHOiPr | H | Cl |
| 1.140 | CH3 | CH3 | H | 2 | (CH2)2 | CHOiPr | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.141 | CH3 | CH3 | H | 0 | (CH2)2 | CHOH | H | Cl |
| 1.142 | CH3 | CH3 | H | 2 | (CH2)2 | CHOH | H | Cl |
| 1.143 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH3 | H | Cl |
| 1.144 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH3 | H | Cl |
| 1.145 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 1.146 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 1.147 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOiPr | H | Cl |
| 1.148 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOiPr | H | Cl |
| 1.149 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.150 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.151 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 1.152 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 1.153 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)2 | H | Cl |
| 1.154 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)2 | H | Cl |
| 1.155 | C2H5 | H | H | 0 | (CH2)2 | C＝O | H | Cl |
| 1.156 | C2H5 | H | H | 2 | (CH2)2 | C＝O | H | Cl |
| 1.157 | C2H5 | H | H | 0 | (CH2)2 | CHOCH3 | H | Cl |
| 1.158 | C2H5 | H | H | 2 | (CH2)2 | CHOCH3 | H | Cl |
| 1.159 | C2H5 | H | H | 0 | (CH2)2 | CHOC2H5 | H | Cl |
| 1.160 | C2H5 | H | H | 2 | (CH2)2 | CHOC2H5 | H | Cl |
| 1.161 | C2H5 | H | H | 0 | (CH2)2 | CHOiPr | H | Cl |
| 1.162 | C2H5 | H | H | 2 | (CH2)2 | CHOiPr | H | Cl |
| 1.163 | C2H5 | H | H | 0 | (CH2)2 | CHOH | H | Cl |
| 1.164 | C2H5 | H | H | 2 | (CH2)2 | CHOH | H | Cl |
| 1.165 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH3 | H | Cl |
| 1.166 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH3 | H | Cl |
| 1.167 | C2H5 | H | H | 0 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 1.168 | C2H5 | H | H | 2 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 1.169 | C2H5 | H | H | 0 | (CH2)2 | C＝NOiPr | H | Cl |
| 1.170 | C2H5 | H | H | 2 | (CH2)2 | C＝NOiPr | H | Cl |
| 1.171 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.172 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 1.173 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 1.174 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 1.175 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)2 | H | Cl |
| 1.176 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)2 | H | Cl |
| 1.177 | CH3 | CH3 | H | 0 | (CH2)2 | C＝O | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.178 | CH3 | CH3 | H | 2 | (CH2)2 | C＝O | H | CH3 |
| 1.179 | CH3 | CH3 | H | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.180 | CH3 | CH3 | H | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.181 | CH3 | CH3 | H | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.182 | CH3 | CH3 | H | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.183 | CH3 | CH3 | H | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 1.184 | CH3 | CH3 | H | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 1.185 | CH3 | CH3 | H | 0 | (CH2)2 | CHOH | H | CH3 |
| 1.186 | CH3 | CH3 | H | 2 | (CH2)2 | CHOH | H | CH3 |
| 1.187 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.188 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.189 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.190 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.191 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 1.192 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 1.193 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.194 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.195 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.196 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.197 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.198 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.199 | C2H5 | H | H | 0 | (CH2)2 | C＝O | H | CH3 |
| 1.200 | C2H5 | H | H | 2 | (CH2)2 | C＝O | H | CH3 |
| 1.201 | C2H5 | H | H | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.202 | C2H5 | H | H | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.203 | C2H5 | H | H | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.204 | C2H5 | H | H | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.205 | C2H5 | H | H | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 1.206 | C2H5 | H | H | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 1.207 | C2H5 | H | H | 0 | (CH2)2 | CHOH | H | CH3 |
| 1.208 | C2H5 | H | H | 2 | (CH2)2 | CHOH | H | CH3 |
| 1.209 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.210 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.211 | C2H5 | H | H | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.212 | C2H5 | H | H | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.213 | C2H5 | H | H | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 1.214 | C2H5 | H | H | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.215 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.216 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.217 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.218 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.219 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.220 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.221 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝O | H | CH3 |
| 1.222 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝O | H | CH3 |
| 1.223 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.224 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.225 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.226 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.227 | CH3 | CH3 | P-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 1.228 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 1.229 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOH | H | CH3 |
| 1.230 | CH3 | CH3 | P-CH3-C6H4-SC2- | 2 | (CH2)2 | CHOH | H | CH3 |
| 1.231 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.232 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.233 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.234 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.235 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 1.236 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 1.237 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.238 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.239 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.240 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.241 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.242 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.243 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝O | H | CH3 |
| 1.244 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝O | H | CH3 |
| 1.245 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.246 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 1.247 | C2H5 | H | p-CH3-C6H4-SC2- | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.248 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 1.249 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 1.250 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 1.251 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOH | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.252 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOH | H | CH3 |
| 1.253 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.254 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 1.255 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.256 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 1.257 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 1.258 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 1.259 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.260 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 1.261 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.262 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 1.263 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.264 | C2H5 | H | P-CH3-C6H4-SO2- | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 1.265 | CH3 | CH3 | H | 0 | CH2 | CH-NHCH3 | H | H |
| 1.266 | CH3 | CH3 | H | 2 | CH2 | CH-NHCH3 | H | H |
| 1.267 | CH3 | CH3 | H | 0 | CH2 | CH-NHC2H5 | H | H |
| 1.268 | CH3 | CH3 | H | 2 | CH2 | CH-NHC2H5 | H | H |
| 1.269 | CH3 | CH3 | H | 0 | CH2 | CH-N(CH3)2 | H | H |
| 1.270 | CH3 | CH3 | H | 2 | CH2 | CH-N(CH3)2 | H | H |
| 1.271 | CH3 | CH3 | H | 0 | CH2 | CH-NHOC2H5 | H | H |
| 1.272 | CH3 | CH3 | H | 2 | CH2 | CH-NHOC2H5 | H | H |
| 1.273 | CH3 | CH3 | H | 0 | CH2 | CH-N(CH3)OC2H5 | H | H |
| 1.274 | CH3 | CH3 | H | 2 | CH2 | CH-N(CH3)OC2H5 | H | H |
| 1.275 | CH3 | CH3 | H | 0 | CH2 | C＝N-NH2 | H | H |
| 1.276 | CH3 | CH3 | H | 2 | CH2 | C＝N-NH2 | H | H |
| 1.277 | CH3 | CH3 | H | 0 | CH2 | C＝N-N(CH3)2 | H | H |
| 1.278 | CH3 | CH3 | H | 2 | CH2 | C＝N-N(CH3)2 | H | H |
| 1.279 | CH3 | CH3 | H | 0 | CH2 | C(CH3)-OCH3 | H | H |
| 1.280 | CH3 | CH3 | H | 2 | CH2 | C(CH3)-OCH3 | H | H |
| 1.281 | CH3 | CH3 | H | 0 | CH2 | O | H | H |
| 1.282 | CH3 | CH3 | H | 2 | CH2 | O | H | H |
| 1.283 | C2H5 | H | H | 0 | CH2 | CH-NHCH3 | H | H |
| 1.284 | C2H5 | H | H | 2 | CH2 | CH-NHCH3 | H | H |
| 1.285 | C2H5 | H | H | 0 | CH2 | CH-NHC2H5 | H | H |
| 1.286 | C2H5 | H | H | 2 | CH2 | CH-NHC2H5 | H | H |
| 1.287 | C2H5 | H | H | 0 | CH2 | CH-N(CH3)2 | H | H |
| 1.288 | C2H5 | H | H | 2 | CH2 | CH-N(CH3)2 | H | H |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.289 | C2H5 | H | H | 0 | CH2 | CH-NHOC2H5 | H | H |
| 1.290 | C2H5 | H | H | 2 | CH2 | CH-NHOC2H5 | H | H |
| 1.291 | C2H5 | H | H | 0 | CH2 | CH-N(CH3)OC2H5 | H | H |
| 1.292 | C2H5 | H | H | 2 | CH2 | CH-N(CH3)OC2H5 | H | H |
| 1.293 | C2H5 | H | H | 0 | CH2 | C＝N-NH2 | H | H |
| 1.294 | C2H5 | H | H | 2 | CH2 | C＝N-NH2 | H | H |
| 1.295 | C2H5 | H | H | 0 | CH2 | C＝N-N(CH3)2 | H | H |
| 1.296 | C2H5 | H | H | 2 | CH2 | C＝N-N(CH3)2 | H | H |
| 1.297 | C2H5 | H | H | 0 | CH2 | C(CH3)-OCH3 | H | H |
| 1.298 | C2H5 | H | H | 2 | CH2 | C(CH3)-OCH3 | H | H |
| 1.299 | C2H5 | H | H | 0 | CH2 | O | H | H |
| 1.300 | C2H5 | H | H | 2 | CH2 | O | H | H |
| 1.301 | CH3 | CH3 | H | 0 | CH2 | CH-NHCH3 | H | CH3 |
| 1.302 | CH3 | CH3 | H | 2 | CH2 | CH-NHCH3 | H | CH3 |
| 1.303 | CH3 | CH3 | H | 0 | CH2 | CH-NHC2H5 | H | CH3 |
| 1.304 | CH3 | CH3 | H | 2 | CH2 | CH-NHC2H5 | H | CH3 |
| 1.305 | CH3 | CH3 | H | 0 | CH2 | CH-N(CH3)2 | H | CH3 |
| 1.306 | CH3 | CH3 | H | 2 | CH2 | CH-N(CH3)2 | H | CH3 |
| 1.307 | CH3 | CH3 | H | 0 | CH2 | CH-NHOC2H5 | H | CH3 |
| 1.308 | CH3 | CH3 | H | 2 | CH2 | CH-NHOC2H5 | H | CH3 |
| 1.309 | CH3 | CH3 | H | 0 | CH2 | CH-N(CH3)OC2H5 | H | CH3 |
| 1.310 | CH3 | CH3 | H | 2 | CH2 | CH-N(CH3)OC2H5 | H | CH3 |
| 1.311 | CH3 | CH3 | H | 0 | CH2 | C＝N-NH2 | H | CH3 |
| 1.312 | CH3 | CH3 | H | 2 | CH2 | C＝N-NH2 | H | CH3 |
| 1.313 | CH3 | CH3 | H | 0 | CH2 | C＝N-N(CH3)2 | H | CH3 |
| 1.314 | CH3 | CH3 | H | 2 | CH2 | C＝N-N(CH3)2 | H | CH3 |
| 1.315 | CH3 | CH3 | H | 0 | CH2 | C(CH3)-OCH3 | H | CH3 |
| 1.316 | CH3 | CH3 | H | 2 | CH2 | C(CH3)-OCH3 | H | CH3 |
| 1.317 | CH3 | CH3 | H | 0 | CH2 | O | H | CH3 |
| 1.318 | CH3 | CH3 | H | 2 | CH2 | O | H | CH3 |
| 1.319 | C2H5 | H | H | 0 | CH2 | CH-NHCH3 | H | CH3 |
| 1.320 | C2H5 | H | H | 2 | CH2 | CH-NHCH3 | H | CH3 |
| 1.321 | C2H5 | H | H | 0 | CH2 | CH-NHC2H5 | H | CH3 |
| 1.322 | C2H5 | H | H | 2 | CH2 | CH-NHC2H5 | H | CH3 |
| 1.323 | C2H5 | H | H | 0 | CH2 | CH-N(CH3)2 | H | CH3 |
| 1.324 | C2H5 | H | H | 2 | CH2 | CH-N(CH3)2 | H | CH3 |
| 1.325 | C2H5 | H | H | 0 | CH2 | CH-NHOC2H5 | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.326 | C2H5 | H | H | 2 | CH2 | CH-NHOC2H5 | H | CH3 |
| 1.327 | C2H5 | H | H | 0 | CH2 | CH-N(CH3)OC2H5 | H | CH3 |
| 1.328 | C2H5 | H | H | 2 | CH2 | CH-N(CH3)OC2H5 | H | CH3 |
| 1.329 | C2H5 | H | H | 0 | CH2 | C＝N-NH2 | H | CH3 |
| 1.330 | C2H5 | H | H | 2 | CH2 | C＝N-NH2 | H | CH3 |
| 1.331 | C2H5 | H | H | 0 | CH2 | C＝N-N(CH3)2 | H | CH3 |
| 1.332 | C2H5 | H | H | 2 | CH2 | C＝N-N(CH3)2 | H | CH3 |
| 1.333 | C2H5 | H | H | 0 | CH2 | C(CH3)-OCH3 | H | CH3 |
| 1.334 | C2H5 | H | H | 2 | CH2 | C(CH3)-OCH3 | H | CH3 |
| 1.335 | C2H5 | H | H | 0 | CH2 | O | H | CH3 |
| 1.336 | C2H5 | H | H | 2 | CH2 | O | H | CH3 |
| 1.337 | CH3 | CH3 | H | 0 | CH2 | CH-NHCH3 | H | Cl |
| 1.338 | CH3 | CH3 | H | 2 | CH2 | CH-NHCH3 | H | Cl |
| 1.339 | CH3 | CH3 | H | 0 | CH2 | CH-NHC2H5 | H | Cl |
| 1.340 | CH3 | CH3 | H | 2 | CH2 | CH-NHC2H5 | H | Cl |
| 1.341 | CH3 | CH3 | H | 0 | CH2 | CH-N(CH3)2 | H | Cl |
| 1.342 | CH3 | CH3 | H | 2 | CH2 | CH-N(CH3)2 | H | Cl |
| 1.343 | CH3 | CH3 | H | 0 | CH2 | CH-NHOC2H5 | H | Cl |
| 1.344 | CH3 | CH3 | H | 2 | CH2 | CH-NHOC2H5 | H | Cl |
| 1.345 | CH3 | CH3 | H | 0 | CH2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.346 | CH3 | CH3 | H | 2 | CH2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.347 | CH3 | CH3 | H | 0 | CH2 | C＝N-NH2 | H | Cl |
| 1.348 | CH3 | CH3 | H | 2 | CH2 | C＝N-NH2 | H | Cl |
| 1.349 | CH3 | CH3 | H | 0 | CH2 | C＝N-N(CH3)2 | H | Cl |
| 1.350 | CH3 | CH3 | H | 2 | CH2 | C＝N-N(CH3)2 | H | Cl |
| 1.351 | CH3 | CH3 | H | 0 | CH2 | C(CH3)-OCH3 | H | Cl |
| 1.352 | CH3 | CH3 | H | 2 | CH2 | C(CH3)-OCH3 | H | Cl |
| 1.353 | CH3 | CH3 | H | 0 | CH2 | O | H | Cl |
| 1.354 | CH3 | CH3 | H | 2 | CH2 | O | H | Cl |
| 1.355 | C2H5 | H | H | 0 | CH2 | CH-NHCH3 | H | Cl |
| 1.356 | C2H5 | H | H | 2 | CH2 | CH-NHCH3 | H | Cl |
| 1.357 | C2H5 | H | H | 0 | CH2 | CH-NHC2H5 | H | Cl |
| 1.358 | C2H5 | H | H | 2 | CH2 | CH-NHC2H5 | H | Cl |
| 1.359 | C2H5 | H | H | 0 | CH2 | CH-N(CH3)2 | H | Cl |
| 1.360 | C2H5 | H | H | 2 | CH2 | CH-N(CH3)2 | H | Cl |
| 1.361 | C2H5 | H | H | 0 | CH2 | CH-NHOC2H5 | H | Cl |
| 1.362 | C2H5 | H | H | 2 | CH2 | CH-NHOC2H5 | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.363 | C2H5 | H | H | 0 | CH2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.364 | C2H5 | H | H | 2 | CH2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.365 | C2H5 | H | H | 0 | CH2 | C＝N-NH2 | H | Cl |
| 1.366 | C2H5 | H | H | 2 | CH2 | C＝N-NH2 | H | Cl |
| 1.367 | C2H5 | H | H | 0 | CH2 | C＝N-N(CH3)2 | H | Cl |
| 1.368 | C2H5 | H | H | 2 | CH2 | C＝N-N(CH3)2 | H | Cl |
| 1.369 | C2H5 | H | H | 0 | CH2 | C(CH3)-OCH3 | H | Cl |
| 1.370 | C2H5 | H | H | 2 | CH2 | C(CH3)-OCH3 | H | Cl |
| 1.371 | C2H5 | H | H | 0 | CH2 | O | H | Cl |
| 1.372 | C2H5 | H | H | 2 | CH2 | O | H | Cl |
| 1.373 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHCH3 | H | H |
| 1.374 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHCH3 | H | H |
| 1.375 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHC2H5 | H | H |
| 1.376 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHC2H5 | H | H |
| 1.377 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)2 | H | H |
| 1.378 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)2 | H | H |
| 1.379 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHOC2H5 | H | H |
| 1.380 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHOC2H5 | H | H |
| 1.381 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | H |
| 1.382 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | H |
| 1.383 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-NH2 | H | H |
| 1.384 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-NH2 | H | H |
| 1.385 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | H |
| 1.386 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | H |
| 1.387 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | H |
| 1.388 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | H |
| 1.389 | CH3 | CH3 | H | 0 | (CH2)2 | O | H | H |
| 1.390 | CH3 | CH3 | H | 2 | (CH2)2 | O | H | H |
| 1.391 | C2H5 | H | H | 0 | (CH2)2 | CH-NHCH3 | H | H |
| 1.392 | C2H5 | H | H | 2 | (CH2)2 | CH-NHCH3 | H | H |
| 1.393 | C2H5 | H | H | 0 | (CH2)2 | CH-NHC2H5 | H | H |
| 1.394 | C2H5 | H | H | 2 | (CH2)2 | CH-NHC2H5 | H | H |
| 1.395 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)2 | H | H |
| 1.396 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)2 | H | H |
| 1.397 | C2H5 | H | H | 0 | (CH2)2 | CH-NHOC2H5 | H | H |
| 1.398 | C2H5 | H | H | 2 | (CH2)2 | CH-NHOC2H5 | H | H |
| 1.399 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | H |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.400 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | H |
| 1.401 | C2H5 | H | H | 0 | (CH2)2 | C＝N-NH2 | H | H |
| 1.402 | C2H5 | H | H | 2 | (CH2)2 | C＝N-NH2 | H | H |
| 1.403 | C2H5 | H | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | H |
| 1.404 | C2H5 | H | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | H |
| 1.405 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | H |
| 1.406 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | H |
| 1.407 | C2H5 | H | H | 0 | (CH2)2 | O | H | H |
| 1.408 | C2H5 | H | H | 2 | (CH2)2 | O | H | H |
| 1.409 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 1.410 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 1.411 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 1.412 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 1.413 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 1.414 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 1.415 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 1.416 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 1.417 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 1.418 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 1.419 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 1.420 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 1.421 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 1.422 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 1.423 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 1.424 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 1.425 | CH3 | CH3 | H | 0 | (CH2)2 | O | H | CH3 |
| 1.426 | CH3 | CH3 | H | 2 | (CH2)2 | O | H | CH3 |
| 1.427 | C2H5 | H | H | 0 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 1.428 | C2H5 | H | H | 2 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 1.429 | C2H5 | H | H | 0 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 1.430 | C2H5 | H | H | 2 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 1.431 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 1.432 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 1.433 | C2H5 | H | H | 0 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 1.434 | C2H5 | H | H | 2 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 1.435 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 1.436 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.437 | C2H5 | H | H | 0 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 1.438 | C2H5 | H | H | 2 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 1.439 | C2H5 | H | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 1.440 | C2H5 | H | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 1.441 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 1.442 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 1.443 | C2H5 | H | H | 0 | (CH2)2 | O | H | CH3 |
| 1.444 | C2H5 | H | H | 2 | (CH2)2 | O | H | CH3 |
| 1.445 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHCH3 | H | Cl |
| 1.446 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHCH3 | H | Cl |
| 1.447 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHC2H5 | H | Cl |
| 1.448 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHC2H5 | H | Cl |
| 1.449 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 1.450 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 1.451 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 1.452 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 1.453 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.454 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.455 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-NH2 | H | Cl |
| 1.456 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-NH2 | H | Cl |
| 1.457 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 1.458 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 1.459 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 1.460 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 1.461 | CH3 | CH3 | H | 0 | (CH2)2 | O | H | Cl |
| 1.462 | CH3 | CH3 | H | 2 | (CH2)2 | O | H | Cl |
| 1.463 | C2H5 | H | H | 0 | (CH2)2 | CH-NHCH3 | H | Cl |
| 1.464 | C2H5 | H | H | 2 | (CH2)2 | CH-NHCH3 | H | Cl |
| 1.465 | C2H5 | H | H | 0 | (CH2)2 | CH-NHC2H5 | H | Cl |
| 1.466 | C2H5 | H | H | 2 | (CH2)2 | CH-NHC2H5 | H | Cl |
| 1.467 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 1.468 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 1.469 | C2H5 | H | H | 0 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 1.470 | C2H5 | H | H | 2 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 1.471 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.472 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 1.473 | C2H5 | H | H | 0 | (CH2)2 | C＝N-NH2 | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.474 | C2H5 | H | H | 2 | (CH2)2 | C＝N-NH2 | H | Cl |
| 1.475 | C2H5 | H | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 1.476 | C2H5 | H | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 1.477 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 1.478 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 1.479 | C2H5 | H | H | 0 | (CH2)2 | O | H | Cl |
| 1.480 | C2H5 | H | H | 2 | (CH2)2 | O | H | Cl |
| 1.481 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHCH3 | CH3 | CH3 |
| 1.482 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHCH3 | CH3 | CH3 |
| 1.483 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHC2H5 | CH3 | CH3 |
| 1.484 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHC2H5 | CH3 | CH3 |
| 1.485 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)2 | CH3 | CH3 |
| 1.486 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)2 | CH3 | CH3 |
| 1.487 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHOC2H5 | CH3 | CH3 |
| 1.488 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHOC2H5 | CH3 | CH3 |
| 1.489 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | CH3 | CH3 |
| 1.490 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | CH3 | CH3 |
| 1.491 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-NH2 | CH3 | CH3 |
| 1.492 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-NH2 | CH3 | CH3 |
| 1.493 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-N(CH3)2 | CH3 | CH3 |
| 1.494 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-N(CH3)2 | CH3 | CH3 |
| 1.495 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)-OCH3 | CH3 | CH3 |
| 1.496 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)-OCH3 | CH3 | CH3 |
| 1.497 | CH3 | CH3 | H | 0 | (CH2)2 | O | CH3 | CH3 |
| 1.498 | CH3 | CH3 | H | 2 | (CH2)2 | O | CH3 | CH3 |
| 1.499 | C2H5 | H | H | 0 | (CH2)2 | CH-NHCH3 | CH3 | CH3 |
| 1.500 | C2H5 | H | H | 2 | (CH2)2 | CH-NHCH3 | CH3 | CH3 |
| 1.501 | C2H5 | H | H | 0 | (CH2)2 | CH-NHC2H5 | CH3 | CH3 |
| 1.502 | C2H5 | H | H | 2 | (CH2)2 | CH-NHC2H5 | CH3 | CH3 |
| 1.503 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)2 | CH3 | CH3 |
| 1.504 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)2 | CH3 | CH3 |
| 1.505 | C2H5 | H | H | 0 | (CH2)2 | CH-NHOC2H5 | CH3 | CH3 |
| 1.506 | C2H5 | H | H | 2 | (CH2)2 | CH-NHOC2H5 | CH3 | CH3 |
| 1.507 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | CH3 | CH3 |
| 1.508 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | CH3 | CH3 |
| 1.509 | C2H5 | H | H | 0 | (CH2)2 | C＝N-NH | CH3 | CH3 |
| 1.510 | C2H5 | H | H | 2 | (CH2)2 | C＝N-NH2 | CH3 | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.511 | C2H5 | H | H | 0 | (CH2)2 | C＝N-N(CH3)2 | CH3 | CH3 |
| 1.512 | C2H5 | H | H | 2 | (CH2)2 | C＝N-N(CH3)2 | CH3 | CH3 |
| 1.513 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)-OCH3 | CH3 | CH3 |
| 1.514 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)-OCH3 | CH3 | CH3 |
| 1.515 | C2H5 | H | H | 0 | (CH2)2 | O | CH3 | CH3 |
| 1.516 | C2H5 | H | H | 2 | (CH2)2 | O | CH3 | CH3 |
| 1.517 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHCH3 | Cl | Cl |
| 1.518 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHCH3 | Cl | Cl |
| 1.519 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHC2H5 | Cl | Cl |
| 1.520 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHC2H5 | Cl | Cl |
| 1.521 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)2 | Cl | Cl |
| 1.522 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)2 | Cl | Cl |
| 1.523 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHOC2H5 | Cl | Cl |
| 1.524 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHOC2H5 | Cl | Cl |
| 1.525 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | Cl | Cl |
| 1.526 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | Cl | Cl |
| 1.527 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-NH2 | Cl | Cl |
| 1.528 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-NH2 | Cl | Cl |
| 1.529 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-N(CH3)2 | Cl | Cl |
| 1.530 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-N(CH3)2 | Cl | Cl |
| 1.531 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)-OCH3 | Cl | Cl |
| 1.532 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)-OCH3 | Cl | Cl |
| 1.533 | CH3 | CH3 | H | 0 | (CH2)2 | O | Cl | Cl |
| 1.534 | CH3 | CH3 | H | 2 | (CH2)2 | O | Cl | Cl |
| 1.535 | C2H5 | H | H | 0 | (CH2)2 | CH-NHCH3 | Cl | Cl |
| 1.536 | C2H5 | H | H | 2 | (CH2)2 | CH-NHCH3 | Cl | Cl |
| 1.537 | C2H5 | H | H | 0 | (CH2)2 | CH-NHC2H5 | Cl | Cl |
| 1.538 | C2H5 | H | H | 2 | (CH2)2 | CH-NHC2H5 | Cl | Cl |
| 1.539 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)2 | Cl | Cl |
| 1.540 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)2 | Cl | Cl |
| 1.541 | C2H5 | H | H | 0 | (CH2)2 | CH-NHOC2H5 | Cl | Cl |
| 1.542 | C2H5 | H | H | 2 | (CH2)2 | CH-NHOC2H5 | Cl | Cl |
| 1.543 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | Cl | Cl |
| 1.544 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | Cl | Cl |
| 1.545 | C2H5 | H | H | 0 | (CH2)2 | C＝N-NH2 | Cl | Cl |
| 1.546 | C2H5 | H | H | 2 | (CH2)2 | C＝N-NH2 | Cl | Cl |
| 1.547 | C2H5 | H | H | 0 | (CH2)2 | C＝N-N(CH3)2 | Cl | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.548 | C2H5 | H | H | 2 | (CH2)2 | C＝N-N(CH3)2 | Cl | Cl |
| 1.549 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)-OCH3 | Cl | Cl |
| 1.550 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)-OCH3 | Cl | Cl |
| 1.551 | C2H5 | H | H | 0 | (CH2)2 | O | Cl | Cl |
| 1.552 | C2H5 | H | H | 2 | (CH2)2 | O | Cl | Cl |
| 1.553 | CH3 | CH3 | H | 0 | (CH2)2 | C＝O | Cl | Cl |
| 1.554 | CH3 | CH3 | H | 2 | (CH2)2 | C＝O | Cl | Cl |
| 1.555 | CH3 | CH3 | H | 0 | (CH2)2 | CHOCH3 | Cl | Cl |
| 1.556 | CH3 | CH3 | H | 2 | (CH2)2 | CHOCH3 | Cl | Cl |
| 1.557 | CH3 | CH3 | H | 0 | (CH2)2 | CHOC2H5 | Cl | Cl |
| 1.558 | CH3 | CH3 | H | 2 | (CH2)2 | CHOC2H5 | Cl | Cl |
| 1.559 | CH3 | CH3 | H | 0 | (CH2)2 | CHOiPr | Cl | Cl |
| 1.560 | CH3 | CH3 | H | 2 | (CH2)2 | CHOiPr | Cl | Cl |
| 1.561 | CH3 | CH3 | H | 0 | (CH2)2 | CHOH | Cl | Cl |
| 1.562 | CH3 | CH3 | H | 2 | (CH2)2 | CHOH | Cl | Cl |
| 1.563 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH3 | Cl | Cl |
| 1.564 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH3 | Cl | Cl |
| 1.565 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOC2H5 | Cl | Cl |
| 1.566 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOC2H5 | Cl | Cl |
| 1.567 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOiPr | Cl | Cl |
| 1.568 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOiPr | Cl | Cl |
| 1.569 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | Cl | Cl |
| 1.570 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | Cl | Cl |
| 1.571 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2C6H5 | Cl | Cl |
| 1.572 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2C6H5 | Cl | Cl |
| 1.573 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)2 | Cl | Cl |
| 1.574 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)2 | Cl | Cl |
| 1.575 | C2H5 | H | H | 0 | (CH2)2 | C＝O | Cl | Cl |
| 1.576 | C2H5 | H | H | 2 | (CH2)2 | C＝O | Cl | Cl |
| 1.577 | C2H5 | H | H | 0 | (CH2)2 | CHOCH3 | Cl | Cl |
| 1.578 | C2H5 | H | H | 2 | (CH2)2 | CHOCH3 | Cl | Cl |
| 1.579 | C2H5 | H | H | 0 | (CH2)2 | CHOC2H5 | Cl | Cl |
| 1.580 | C2H5 | H | H | 2 | (CH2)2 | CHOC2H5 | Cl | Cl |
| 1.581 | C2H5 | H | H | 0 | (CH2)2 | CHOiPr | Cl | Cl |
| 1.582 | C2H5 | H | H | 2 | (CH2)2 | CHOiPr | Cl | Cl |
| 1.583 | C2H5 | H | H | 0 | (CH2)2 | CHOH | Cl | Cl |
| 1.584 | C2H5 | H | H | 2 | (CH2)2 | CHOH | Cl | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.585 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH3 | Cl | Cl |
| 1.586 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH3 | Cl | Cl |
| 1.587 | C2H5 | H | H | 0 | (CH2)2 | C＝NOC2H5 | Cl | Cl |
| 1.588 | C2H5 | H | H | 2 | (CH2)2 | C＝NOC2H5 | Cl | Cl |
| 1.589 | C2H5 | H | H | 0 | (CH2)2 | C＝NOiPr | Cl | Cl |
| 1.590 | C2H5 | H | H | 2 | (CH2)2 | C＝NOiPr | Cl | Cl |
| 1.591 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | Cl | Cl |
| 1.592 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | Cl | Cl |
| 1.593 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2C6H5 | Cl | Cl |
| 1.594 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2C6H5 | Cl | Cl |
| 1.595 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)2 | Cl | Cl |
| 1.596 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)2 | Cl | Cl |
| 1.597 | CH3 | CH3 | H | 0 | (CH2)2 | C＝O | CH3 | CH3 |
| 1.598 | CH3 | CH3 | H | 2 | (CH2)2 | C＝O | CH3 | CH3 |
| 1.599 | CH3 | CH3 | H | 0 | (CH2)2 | CHOCH3 | CH3 | CH3 |
| 1.600 | CH3 | CH3 | H | 2 | (CH2)2 | CHOCH3 | CH3 | CH3 |
| 1.601 | CH3 | CH3 | H | 0 | (CH2)2 | CHOC2H5 | CH3 | CH3 |
| 1.602 | CH3 | CH3 | H | 2 | (CH2)2 | CHOC2H5 | CH3 | CH3 |
| 1.603 | CH3 | CH3 | H | 0 | (CH2)2 | CHOiPr | CH3 | CH3 |
| 1.604 | CH3 | CH3 | H | 2 | (CH2)2 | CHOiPr | CH3 | CH3 |
| 1.605 | CH3 | CH3 | H | 0 | (CH2)2 | CHOH | CH3 | CH3 |
| 1.606 | CH3 | CH3 | H | 2 | (CH2)2 | CHOH | CH3 | CH3 |
| 1.607 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH3 | CH3 | CH3 |
| 1.608 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH3 | CH3 | CH3 |
| 1.609 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOC2H5 | CH3 | CH3 |
| 1.610 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOC2H5 | CH3 | CH3 |
| 1.611 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOiPr | CH3 | CH3 |
| 1.612 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOiPr | CH3 | CH3 |
| 1.613 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | CH3 | CH3 |
| 1.614 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | CH3 | CH3 |
| 1.615 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2C6H5 | CH3 | CH3 |
| 1.616 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2C6H5 | CH3 | CH3 |
| 1.617 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)2 | CH3 | CH3 |
| 1.618 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)2 | CH3 | CH3 |
| 1.619 | C2H5 | H | H | 0 | (CH2)2 | C＝O | CH3 | CH3 |
| 1.620 | C2H5 | H | H | 2 | (CH2)2 | C＝O | CH3 | CH3 |
| 1.621 | C2H5 | H | H | 0 | (CH2)2 | CHOCH3 | CH3 | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 1.622 | C2H5 | H | H | 2 | (CH2)2 | CHOCH3 | CH3 | CH3 |
| 1.623 | C2H5 | H | H | 0 | (CH2)2 | CHOC2H5 | CH3 | CH3 |
| 1.624 | C2H5 | H | H | 2 | (CH2)2 | CHOC2H5 | CH3 | CH3 |
| 1.625 | C2H5 | H | H | 0 | (CH2)2 | CHOiPr | CH3 | CH3 |
| 1.626 | C2H5 | H | H | 2 | (CH2)2 | CHOiPr | CH3 | CH3 |
| 1.627 | C2H5 | H | H | 0 | (CH2)2 | CHOH | CH3 | CH3 |
| 1.628 | C2H5 | H | H | 2 | (CH2)2 | CHOH | CH3 | CH3 |
| 1.629 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH3 | CH3 | CH3 |
| 1.630 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH3 | CH3 | CH3 |
| 1.631 | C2H5 | H | H | 0 | (CH2)2 | C＝NOC2H5 | CH3 | CH3 |
| 1.632 | C2H5 | H | H | 2 | (CH2)2 | C＝NOC2H5 | CH3 | CH3 |
| 1.633 | C2H5 | H | H | 0 | (CH2)2 | C＝NOiPr | CH3 | CH3 |
| 1.634 | C2H5 | H | H | 2 | (CH2)2 | C＝NOiPr | CH3 | CH3 |
| 1.635 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | CH3 | CH3 |
| 1.636 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | CH3 | CH3 |
| 1.637 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2C6H5 | CH3 | CH3 |
| 1.638 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2C6H5 | CH3 | CH3 |
| 1.639 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)2 | CH3 | CH3 |
| 1.640 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)2 | CH3 | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 2.1 | CH3 | CH3 | H | 0 | N | COCH3 | H | CH3 |
| 2.2 | CH3 | CH3 | H | 2 | N | COCH3 | H | CH3 |
| 2.3 | CH3 | CH3 | H | 0 | N | COC2H5 | H | CH3 |
| 2.4 | CH3 | CH3 | H | 2 | N | COC2H5 | H | CH3 |
| 2.5 | CH3 | CH3 | H | 0 | N | COiPr | H | CH3 |
| 2.6 | CH3 | CH3 | H | 2 | N | COiPr | H | CH3 |
| 2.7 | C2H5 | H | H | 0 | N | COCH3 | H | CH3 |
| 2.8 | C2H5 | H | H | 2 | N | COCH3 | H | CH3 |
| 2.9 | C2H5 | H | H | 0 | N | COC2H5 | H | CH3 |
| 2.10 | C2H5 | H | H | 2 | N | COC2H5 | H | CH3 |
| 2.11 | C2H5 | H | H | 0 | N | COiPr | H | CH3 |
| 2.12 | C2H5 | H | H | 2 | N | COiPr | H | CH3 |
| 2.13 | CH3 | CH3 | H | 0 | CH | COCH3 | H | CH3 |
| 2.14 | CH3 | CH3 | H | 2 | CH | COCH3 | H | CH3 |
| 2.15 | CH3 | CH3 | H | 0 | CH | COC2H5 | H | CH3 |
| 2.16 | CH3 | CH3 | H | 2 | CH | COC2H5 | H | CH3 |
| 2.17 | CH3 | CH3 | H | 0 | CH | COiPr | H | CH3 |
| 2.18 | CH3 | CH3 | H | 2 | CH | COiPr | H | CH3 |
| 2.19 | C2H5 | H | H | 0 | CH | COCH3 | H | CH3 |
| 2.20 | C2H5 | H | H | 2 | CH | COCH3 | H | CH3 |
| 2.21 | C2H5 | H | H | 0 | CH | COC2H5 | H | CH3 |
| 2.22 | C2H5 | H | H | 2 | CH | COC2H5 | H | CH3 |
| 2.23 | C2H5 | H | H | 0 | CH | COiPr | H | CH3 |
| 2.24 | C2H5 | H | H | 2 | CH | COiPr | H | CH3 |
| 2.25 | CH3 | CH3 | H | 0 | N | COCH3 | H | Cl |
| 2.26 | CH3 | CH3 | H | 2 | N | COCH3 | H | Cl |
| 2.27 | CH3 | CH3 | H | 0 | N | COC2H5 | H | Cl |
| 2.28 | CH3 | CH3 | H | 2 | N | COC2H5 | H | Cl |
| 2.29 | CH3 | CH3 | H | 0 | N | COiPr | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | L | M |
| 2.30 | CH3 | CH3 | H | 2 | N | COiPr | H | Cl |
| 2.31 | C2H5 | H | H | 0 | N | COCH3 | H | Cl |
| 2.32 | C2H5 | H | H | 2 | N | COCH3 | H | Cl |
| 2.33 | C2H5 | H | H | 0 | N | COC2H5 | H | Cl |
| 2.34 | C2H5 | H | H | 2 | N | COC2H5 | H | Cl |
| 2.35 | C2H5 | H | H | 0 | N | COiPr | H | Cl |
| 2.36 | C2H5 | H | H | 2 | N | COiPr | H | Cl |
| 2.37 | CH3 | CH3 | H | 0 | CH | COCH3 | H | Cl |
| 2.38 | CH3 | CH3 | H | 2 | CH | COCH3 | H | Cl |
| 2.39 | CH3 | CH3 | H | 0 | CH | COC2H5 | H | Cl |
| 2.40 | CH3 | CH3 | H | 2 | CH | COC2H5 | H | Cl |
| 2.41 | CH3 | CH3 | H | 0 | CH | COiPr | H | Cl |
| 2.42 | CH3 | CH3 | H | 2 | CH | COiPr | H | Cl |
| 2.43 | C2H5 | H | H | 0 | CH | COCH3 | H | Cl |
| 2.44 | C2H5 | H | H | 2 | CH | COCH3 | H | Cl |
| 2.45 | C2H5 | H | H | 0 | CH | COC2H5 | H | Cl |
| 2.46 | C2H5 | H | H | 2 | CH | COC2H5 | H | Cl |
| 2.47 | C2H5 | H | H | 0 | CH | COiPr | H | Cl |
| 2.48 | C2H5 | H | H | 2 | CH | COiPr | H | Cl |
| 序号 | R15 | R16 | R17 | n | Y | L | M |
| 3.1 | CH3 | CH3 | H | 0 | COCH3 | H | CH3 |
| 3.2 | CH3 | CH3 | H | 2 | COCH3 | H | CH3 |
| 3.3 | CH3 | CH3 | H | 0 | COC2H5 | H | CH3 |
| 3.4 | CH3 | CH3 | H | 2 | COC2H5 | H | CH3 |
| 3.5 | CH3 | CH3 | H | 0 | COiPr | H | CH3 |
| 3.6 | CH3 | CH3 | H | 2 | COiPr | H | CH3 |
| 3.7 | C2H5 | H | H | 0 | COCH3 | H | CH3 |
| 3.8 | C2H5 | H | H | 2 | COCH3 | H | CH3 |
| 3.9 | C2H5 | H | H | 0 | COC2H5 | H | CH3 |
| 3.10 | C2H5 | H | H | 2 | COC2H5 | H | CH3 |
| 3.11 | C2H5 | H | H | 0 | COiPr | H | CH3 |
| 3.12 | C2H5 | H | H | 2 | COiPr | H | CH3 |
| 3.13 | CH3 | CH3 | H | 0 | COCH3 | H | Cl |
| 3.14 | CH3 | CH3 | H | 2 | COCH3 | H | Cl |
| 3.15 | CH3 | CH3 | H | 0 | COC2H5 | H | Cl |
| 3.16 | CH3 | CH3 | H | 2 | COC2H5 | H | Cl |
| 3.17 | CH3 | CH3 | H | 0 | COiPr | H | Cl |
| 3.18 | CH3 | CH3 | H | 2 | COiPr | H | Cl |
| 3.19 | C2H5 | H | H | 0 | COCH3 | H | Cl |
| 3.20 | C2H5 | H | H | 2 | COCH3 | H | Cl |
| 3.21 | C2H5 | H | H | 0 | COC2H5 | H | Cl |
| 3.22 | C2H5 | H | H | 2 | COC2H5 | H | Cl |
| 3.23 | C2H5 | H | H | 0 | COiPr | H | Cl |
| 3.24 | C2H5 | H | H | 2 | COiPr | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.1 | CH3 | CH3 | H | 0 | CH2 | C＝O | H | CH3 |
| 4.2 | CH3 | CH3 | H | 2 | CH2 | C＝O | H | CH3 |
| 4.3 | CH3 | CH3 | H | 0 | CH2 | CHOCH3 | H | CH3 |
| 4.4 | CH3 | CH3 | H | 2 | CH2 | CHOCH3 | H | CH3 |
| 4.5 | CH3 | CH3 | H | 0 | CH2 | CHOC2H5 | H | CH3 |
| 4.6 | CH3 | CH3 | H | 2 | CH2 | CHOC2H5 | H | CH3 |
| 4.7 | CH3 | CH3 | H | 0 | CH2 | CHOiPr | H | CH3 |
| 4.8 | CH3 | CH3 | H | 2 | CH2 | CHOiPr | H | CH3 |
| 4.9 | CH3 | CH3 | H | 0 | CH2 | CHOH | H | CH3 |
| 4.10 | CH3 | CH3 | H | 2 | CH2 | CHOH | H | CH3 |
| 4.11 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH3 | H | CH3 |
| 4.12 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH3 | H | CH3 |
| 4.13 | CH3 | CH3 | H | 0 | CH2 | C＝NOC2H5 | H | CH3 |
| 4.14 | CH3 | CH3 | H | 2 | CH2 | C＝NOC2H5 | H | CH3 |
| 4.15 | CH3 | CH3 | H | 0 | CH2 | C＝NOiPr | H | CH3 |
| 4.16 | CH3 | CH3 | H | 2 | CH2 | C＝NOiPr | H | CH3 |
| 4.17 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.18 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.19 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 4.20 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 4.21 | CH3 | CH3 | H | 0 | CH2 | C(CH3)2 | H | CH3 |
| 4.22 | CH3 | CH3 | H | 2 | CH2 | C(CH3)2 | H | CH3 |
| 4.23 | C2H5 | H | H | 0 | CH2 | C＝O | H | CH3 |
| 4.24 | C2H5 | H | H | 2 | CH2 | C＝O | H | CH3 |
| 4.25 | C2H5 | H | H | 0 | CH2 | CHOCH3 | H | CH3 |
| 4.26 | C2H5 | H | H | 2 | CH2 | CHOCH3 | H | CH3 |
| 4.27 | C2H5 | H | H | 0 | CH2 | CHOC2H5 | H | CH3 |
| 4.28 | C2H5 | H | H | 2 | CH2 | CHOC2H5 | H | CH3 |
| 4.29 | C2H5 | H | H | 0 | CH2 | CHOiPr | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.30 | C2H5 | H | H | 2 | CH2 | CHOiPr | H | CH3 |
| 4.31 | C2H5 | H | H | 0 | CH2 | CHOH | H | CH3 |
| 4.32 | C2H5 | H | H | 2 | CH2 | CHOH | H | CH3 |
| 4.33 | C2H5 | H | H | 0 | CH2 | C＝NOCH3 | H | CH3 |
| 4.34 | C2H5 | H | H | 2 | CH2 | C＝NOCH3 | H | CH3 |
| 4.35 | C2H5 | H | H | 0 | CH2 | C＝NOC2H5 | H | CH3 |
| 4.36 | C2H5 | H | H | 2 | CH2 | C＝NOC2H5 | H | CH3 |
| 4.37 | C2H5 | H | H | 0 | CH2 | C＝NOiPr | H | CH3 |
| 4.38 | C2H5 | H | H | 2 | CH2 | C＝NOiPr | H | CH3 |
| 4.39 | C2H5 | H | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.40 | C2H5 | H | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.41 | C2H5 | H | H | 0 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 4.42 | C2H5 | H | H | 2 | CH2 | C＝NOCH2C6H5 | H | CH3 |
| 4.43 | C2H5 | H | H | 0 | CH2 | C(CH3)2 | H | CH3 |
| 4.44 | C2H5 | H | H | 2 | CH2 | C(CH3)2 | H | CH3 |
| 4.45 | CH3 | CH3 | H | 0 | CH2 | C＝O | H | Cl |
| 4.46 | CH3 | CH3 | H | 2 | CH2 | C＝O | H | Cl |
| 4.47 | CH3 | CH3 | H | 0 | CH2 | CHOCH3 | H | Cl |
| 4.48 | CH3 | CH3 | H | 2 | CH2 | CHOCH3 | H | Cl |
| 4.49 | CH3 | CH3 | H | 0 | CH2 | CHOC2H5 | H | Cl |
| 4.50 | CH3 | CH3 | H | 2 | CH2 | CHOC2H5 | H | Cl |
| 4.51 | CH3 | CH3 | H | 0 | CH2 | CHOiPr | H | Cl |
| 4.52 | CH3 | CH3 | H | 2 | CH2 | CHOiPr | H | Cl |
| 4.53 | CH3 | CH3 | H | 0 | CH2 | CHOH | H | Cl |
| 4.54 | CH3 | CH3 | H | 2 | CH2 | CHOH | H | Cl |
| 4.55 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH3 | H | Cl |
| 4.56 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH3 | H | Cl |
| 4.57 | CH3 | CH3 | H | 0 | CH2 | C＝NOC2H5 | H | Cl |
| 4.58 | CH3 | CH3 | H | 2 | CH2 | C＝NOC2H5 | H | Cl |
| 4.59 | CH3 | CH3 | H | 0 | CH2 | C＝NOiPr | H | Cl |
| 4.60 | CH3 | CH3 | H | 2 | CH2 | C＝NOiPr | H | Cl |
| 4.61 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.62 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.63 | CH3 | CH3 | H | 0 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 4.64 | CH3 | CH3 | H | 2 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 4.65 | CH3 | CH3 | H | 0 | CH2 | C(CH3)2 | H | Cl |
| 4.66 | CH3 | CH3 | H | 2 | CH2 | C(CH3)2 | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.67 | C2H5 | H | H | 0 | CH2 | C＝O | H | Cl |
| 4.68 | C2H5 | H | H | 2 | CH2 | C＝O | H | Cl |
| 4.69 | C2H5 | H | H | 0 | CH2 | CHOCH3 | H | Cl |
| 4.70 | C2H5 | H | H | 2 | CH2 | CHOCH3 | H | Cl |
| 4.71 | C2H5 | H | H | 0 | CH2 | CHOC2H5 | H | Cl |
| 4.72 | C2H5 | H | H | 2 | CH2 | CHOC2H5 | H | Cl |
| 4.73 | C2H5 | H | H | 0 | CH2 | CHOiPr | H | Cl |
| 4.74 | C2H5 | H | H | 2 | CH2 | CHOiPr | H | Cl |
| 4.75 | C2H5 | H | H | 0 | CH2 | CHOH | H | Cl |
| 4.76 | C2H5 | H | H | 2 | CH2 | CHOH | H | Cl |
| 4.77 | C2H5 | H | H | 0 | CH2 | C＝NOCH3 | H | Cl |
| 4.78 | C2H5 | H | H | 2 | CH2 | C＝NOCH3 | H | Cl |
| 4.79 | C2H5 | H | H | 0 | CH2 | C＝NOC2H5 | H | Cl |
| 4.80 | C2H5 | H | H | 2 | CH2 | C＝NOC2H5 | H | Cl |
| 4.81 | C2H5 | H | H | 0 | CH2 | C＝NOiPr | H | Cl |
| 4.82 | C2H5 | H | H | 2 | CH2 | C＝NOiPr | H | Cl |
| 4.83 | C2H5 | H | H | 0 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.84 | C2H5 | H | H | 2 | CH2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.85 | C2H5 | H | H | 0 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 4.86 | C2H5 | H | H | 2 | CH2 | C＝NOCH2C6H5 | H | Cl |
| 4.87 | C2H5 | H | H | 0 | CH2 | C(CH3)2 | H | Cl |
| 4.88 | C2H5 | H | H | 2 | CH2 | C(CH3)2 | H | Cl |
| 4.89 | CH3 | CH3 | H | 0 | (CH2)2 | C＝O | H | Cl |
| 4.90 | CH3 | CH3 | H | 2 | (CH2)2 | C＝O | H | Cl |
| 4.91 | CH3 | CH3 | H | 0 | (CH2)2 | CHOCH3 | H | Cl |
| 4.92 | CH3 | CH3 | H | 2 | (CH2)2 | CHOCH3 | H | Cl |
| 4.93 | CH3 | CH3 | H | 0 | (CH2)2 | CHOC2H5 | H | Cl |
| 4.94 | CH3 | CH3 | H | 2 | (CH2)2 | CHOC2H5 | H | Cl |
| 4.95 | CH3 | CH3 | H | 0 | (CH2)2 | CHOiPr | H | Cl |
| 4.96 | CH3 | CH3 | H | 2 | (CH2)2 | CHOiPr | H | Cl |
| 4.97 | CH3 | CH3 | H | 0 | (CH2)2 | CHOH | H | Cl |
| 4.98 | CH3 | CH3 | H | 2 | (CH2)2 | CHOH | H | Cl |
| 4.99 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH3 | H | Cl |
| 4.100 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH3 | H | Cl |
| 4.101 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 4.102 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 4.103 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOiPr | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.104 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOiPr | H | Cl |
| 4.105 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.106 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.107 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 4.108 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 4.109 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)2 | H | Cl |
| 4.110 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)2 | H | Cl |
| 4.111 | C2H5 | H | H | 0 | (CH2)2 | C＝O | H | Cl |
| 4.112 | C2H5 | H | H | 2 | (CH2)2 | C＝O | H | Cl |
| 4.113 | C2H5 | H | H | 0 | (CH2)2 | CHOCH3 | H | Cl |
| 4.114 | C2H5 | H | H | 2 | (CH2)2 | CHOCH3 | H | Cl |
| 4.115 | C2H5 | H | H | 0 | (CH2)2 | CHOC2H5 | H | Cl |
| 4.116 | C2H5 | H | H | 2 | (CH2)2 | CHOC2H5 | H | Cl |
| 4.117 | C2H5 | H | H | 0 | (CH2)2 | CHOiPr | H | Cl |
| 4.118 | C2H5 | H | H | 2 | (CH2)2 | CHOiPr | H | Cl |
| 4.119 | C2H5 | H | H | 0 | (CH2)2 | CHOH | H | Cl |
| 4.120 | C2H5 | H | H | 2 | (CH2)2 | CHOH | H | Cl |
| 4.121 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH3 | H | Cl |
| 4.122 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH3 | H | Cl |
| 4.123 | C2H5 | H | H | 0 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 4.124 | C2H5 | H | H | 2 | (CH2)2 | C＝NOC2H5 | H | Cl |
| 4.125 | C2H5 | H | H | 0 | (CH2)2 | C＝NOiPr | H | Cl |
| 4.126 | C2H5 | H | H | 2 | (CH2)2 | C＝NOiPr | H | Cl |
| 4.127 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.128 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | Cl |
| 4.129 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 4.130 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | Cl |
| 4.131 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)2 | H | Cl |
| 4.132 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)2 | H | Cl |
| 4.133 | CH3 | CH3 | H | 0 | (CH2)2 | C＝O | H | CH3 |
| 4.134 | CH3 | CH3 | H | 2 | (CH2)2 | C＝O | H | CH3 |
| 4.135 | CH3 | CH3 | H | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.136 | CH3 | CH3 | H | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.137 | CH3 | CH3 | H | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.138 | CH3 | CH3 | H | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.139 | CH3 | CH3 | H | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 4.140 | CH3 | CH3 | H | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.141 | CH3 | CH3 | H | 0 | (CH2)2 | CHOH | H | CH3 |
| 4.142 | CH3 | CH3 | H | 2 | (CH2)2 | CHOH | H | CH3 |
| 4.143 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.144 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.145 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.146 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.147 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 4.148 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 4.149 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.150 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.151 | CH3 | CH3 | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.152 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.153 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.154 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.155 | C2H5 | H | H | 0 | (CH2)2 | C＝O | H | CH3 |
| 4.156 | C2H5 | H | H | 2 | (CH2)2 | C＝O | H | CH3 |
| 4.157 | C2H5 | H | H | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.158 | C2H5 | H | H | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.159 | C2H5 | H | H | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.160 | C2H5 | H | H | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.161 | C2H5 | H | H | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 4.162 | C2H5 | H | H | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 4.163 | C2H5 | H | H | 0 | (CH2)2 | CHOH | H | CH3 |
| 4.164 | C2H5 | H | H | 2 | (CH2)2 | CHOH | H | CH3 |
| 4.165 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.166 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.167 | C2H5 | H | H | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.168 | C2H5 | H | H | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.169 | C2H5 | H | H | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 4.170 | C2H5 | H | H | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 4.171 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.172 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.173 | C2H5 | H | H | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.174 | C2H5 | H | H | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.175 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.176 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.177 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝O | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.178 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝O | H | CH3 |
| 4.179 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.180 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.181 | CH3 | CH3 | P-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.182 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.183 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 4.184 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 4.185 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOH | H | CH3 |
| 4.186 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOH | H | CH3 |
| 4.187 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.188 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.189 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.190 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.191 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 4.192 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 4.193 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.194 | CH3 | CH3 | P-CH3-C6H4-SC2- | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.195 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.196 | CH3 | CH3 | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.197 | CH3 | CH3 | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.198 | CH3 | CH3 | P-CH3-C6H4-SO2- | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.199 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝O | H | CH3 |
| 4.200 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝O | H | CH3 |
| 4.201 | C2H5 | H | P-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.202 | C2H5 | H | P-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOCH3 | H | CH3 |
| 4.203 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.204 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOC2H5 | H | CH3 |
| 4.205 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOiPr | H | CH3 |
| 4.206 | C2H5 | H | P-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOiPr | H | CH3 |
| 4.207 | C2H5 | H | P-CH3-C6H4-SO2- | 0 | (CH2)2 | CHOH | H | CH3 |
| 4.208 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | CHOH | H | CH3 |
| 4.209 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.210 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH3 | H | CH3 |
| 4.211 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.212 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 |
| 4.213 | C2H5 | H | P-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOiPr | H | CH3 |
| 4.214 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOiPr | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.215 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.216 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 |
| 4.217 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.218 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 |
| 4.219 | C2H5 | H | p-CH3-C6H4-SO2- | 0 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.220 | C2H5 | H | p-CH3-C6H4-SO2- | 2 | (CH2)2 | C(CH3)2 | H | CH3 |
| 4.221 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 4.222 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 4.223 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 4.224 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 4.225 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 4.226 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 4.227 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 4.228 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 4.229 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 4.230 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 4.231 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 4.232 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 4.233 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 4.234 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 4.235 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 4.236 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 4.237 | CH3 | CH3 | H | 0 | (CH2)2 | O | H | CH3 |
| 4.238 | CH3 | CH3 | H | 2 | (CH2)2 | O | H | CH3 |
| 4.239 | C2H5 | H | H | 0 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 4.240 | C2H5 | H | H | 2 | (CH2)2 | CH-NHCH3 | H | CH3 |
| 4.241 | C2H5 | H | H | 0 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 4.242 | C2H5 | H | H | 2 | (CH2)2 | CH-NHC2H5 | H | CH3 |
| 4.243 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 4.244 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)2 | H | CH3 |
| 4.245 | C2H5 | H | H | 0 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 4.246 | C2H5 | H | H | 2 | (CH2)2 | CH-NHOC2H5 | H | CH3 |
| 4.247 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 4.248 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | CH3 |
| 4.249 | C2H5 | H | H | 0 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 4.250 | C2H5 | H | H | 2 | (CH2)2 | C＝N-NH2 | H | CH3 |
| 4.251 | C2H5 | H | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.252 | C2H5 | H | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | CH3 |
| 4.253 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 4.254 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | CH3 |
| 4.255 | C2H5 | H | H | 0 | (CH2)2 | O | H | CH3 |
| 4.256 | C2H5 | H | H | 2 | (CH2)2 | O | H | CH3 |
| 4.257 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHCH3 | H | Cl |
| 4.258 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHCH3 | H | Cl |
| 4.259 | CH3 | CH3 | H | 0 | (CH2)5 | CH-NHC2H5 | H | Cl |
| 4.260 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHC2H5 | H | Cl |
| 4.261 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 4.262 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 4.263 | CH3 | CH3 | H | 0 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 4.264 | CH3 | CH3 | H | 2 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 4.265 | CH3 | CH3 | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 4.266 | CH3 | CH3 | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 4.267 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-NH2 | H | Cl |
| 4.268 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-NH2 | H | Cl |
| 4.269 | CH3 | CH3 | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 4.270 | CH3 | CH3 | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 4.271 | CH3 | CH3 | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 4.272 | CH3 | CH3 | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 4.273 | CH3 | CH3 | H | 0 | (CH2)2 | O | H | Cl |
| 4.274 | CH3 | CH3 | H | 2 | (CH2)2 | O | H | Cl |
| 4.275 | C2H5 | H | H | 0 | (CH2)2 | CH-NHCH3 | H | Cl |
| 4.276 | C2H5 | H | H | 2 | (CH2)2 | CH-NHCH3 | H | Cl |
| 4.277 | C2H5 | H | H | 0 | (CH2)2 | CH-NHC2H5 | H | Cl |
| 4.278 | C2H5 | H | H | 2 | (CH2)2 | CH-NHC2H5 | H | Cl |
| 4.279 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 4.280 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)2 | H | Cl |
| 4.281 | C2H5 | H | H | 0 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 4.282 | C2H5 | H | H | 2 | (CH2)2 | CH-NHOC2H5 | H | Cl |
| 4.283 | C2H5 | H | H | 0 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 4.284 | C2H5 | H | H | 2 | (CH2)2 | CH-N(CH3)OC2H5 | H | Cl |
| 4.285 | C2H5 | H | H | 0 | (CH2)2 | C＝N-NH2 | H | Cl |
| 4.286 | C2H5 | H | H | 2 | (CH2)2 | C＝N-NH2 | H | Cl |
| 4.287 | C2H5 | H | H | 0 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 4.288 | C2H5 | H | H | 2 | (CH2)2 | C＝N-N(CH3)2 | H | Cl |
| 序号 | R15 | R16 | R17 | n | X | Y | M | L |
| 4.289 | C2H5 | H | H | 0 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 4.290 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)-OCH3 | H | Cl |
| 4.291 | C2H5 | H | H | 0 | (CH2)2 | O | H | Cl |
| 4.292 | C2H5 | H | H | 2 | (CH2)2 | O | H | Cl |
制备实施例A)起始原料和中间体的制备1.3-硫代-2-甲基苯甲酸先将100克(0.66摩尔)3-氨基-2-甲基苯甲酸与270克冰和127毫升浓盐酸一起加入反应容器。之后在0-10℃下，滴加入于270毫升水中的45.7克(0.66摩尔)亚硝酸钠。在第二个容器中，将84.2克(0.79摩尔)碳酸钠和106克(0.66摩尔)甲基黄原酸钾溶解于450毫升水中，并加热至60-70℃。小心滴加入重氮化合物溶液。随后将混合物搅拌1小时。之后加入于270毫升水中的106克(2.65摩尔)氢氧化钠，将混合物再搅拌2小时，用盐酸使溶液呈酸性，所得的沉淀物抽吸滤出。固体用水洗涤，并干燥。收率：110克(理论值的100％)3-硫代-2-甲基苯甲酸；熔点155℃：1H NMR(d6-DMSO)：δ[ppm]＝13.0(1H，bs)，7.7(2H，m)，7.3(1H，tr)，2.4(3H，s)。2.3-硫代-2-甲基苯甲酸甲酯将110克(0.66摩尔)3-硫代-2-甲基苯甲酸溶解于1.6升含有5％硫酸的甲醇中，并将混合物回流5小时。之后将醇蒸馏掉，残留物用乙酸乙酯萃 取，有机相用水和用碳酸钠溶液洗涤，用硫酸钠干燥，并浓缩。收率：104克(理论值的87％)3-硫代-2-甲基苯甲酸甲酯；1H NMR(CDCl3)：δ[ppm]＝7.6(1H，d)，7.4(1H，d)，7.1(1H，d)，3.9(3H，s)，3.4(1H，s)，2.5(3H，s)。3.3-羧基乙硫基-2-甲基苯甲酸甲酯将70克(0.38摩尔)3-硫代-2-甲基苯甲酸甲酯溶解于400毫升水中，并与30.8克(0.77摩尔)氢氧化钠溶液和58.8克(0.45摩尔)溴丙酸一起回流7小时。冷却后，水相用甲基叔丁基醚洗涤。之后水相用2N盐酸酸化，所得的沉淀物抽吸滤出，用水洗涤，并将产物干燥。收率：75.5克(理论值的78％)3-硫代丙酸-2-甲基苯甲酸甲酯；1H NMR(CDCl3)：δ[ppm]＝7.66(1H，d)，7.51(1H，d)，7.20(1H，tr)，3.96(3H，s)，3.18(2H，tr)，2.70(2H，tr)，2.63(3H，s)。4.8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯在70℃下，将4克(15.8毫摩尔)3-硫代丙酸-2-甲基苯甲酸甲酯于40克多磷酸中搅拌15分钟。之后将反应溶液倒入冰-水中，所得的沉淀物抽吸 滤出。产物用水洗涤，并在干燥室中干燥。作为环化作用的副产物，可以形成8-甲基-(1，2-苯并硫吡喃-4-酮)-羧酸甲酯，它可以通过色谱分离出来。收率：3.1克(理论值的83％)8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯；1H NMR(CDCl3)：δ[ppm]＝8.00(1H，d)，7.30(1H，d)，3.94(3H，s)，3.15(2H，m)，2.98(2H，m)，2.50(3H，s)。次要组分：8-甲基-(1，2-苯并硫吡喃-4-酮)-羧酸甲酯：1H NMR(CDCl3)：δ[ppm]＝8.4(1H，d)，7.9(1H，d)，7.8(1H，d)，7.0(1H，d)，4.0(3H，s)，2.7(3H，s)。5.8-甲基二氢苯并噻喃-4-酮-7-羧酸在回流温度下，于400毫升水和甲醇混合物中用10.3克(0.26摩尔)NaOH水解41.1克(0.17摩尔)8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯。之后蒸馏掉甲醇，残留物用水稀释，并用2N盐酸酸化。有用的产物沉淀出来，并抽吸滤出，用水洗涤，并干燥。收率：34.4克(理论值的89％)8-甲基二氢苯并噻喃-4-酮-7-羧酸；熔点：243-246℃。6.8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羧酸
将20克(0.09摩尔)8-甲基二氢苯并噻喃-4-酮-7-羧酸溶解于100毫升乙酸中。加入一刮勺尖钨酸钠。之后在50℃下，滴加入24.9克(0.22摩尔)30％浓度过氧化氢溶液。随后在室温下将混合物搅拌1小时。之后将反应溶液加入水中，抽吸滤出形成的沉淀物。产物用水洗涤后，将 之干燥。收率：18.4克(理论值的80％)8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羧酸；熔点：224-225℃。7.4-羟基-8-甲基二氢苯并噻喃-7-羧酸甲酯将30克(0.127摩尔)8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯溶解于120毫升二氯甲烷和60毫升甲醇中的混合物中，将其冷却至0-5℃。之后分批加入2.4克(0.064摩尔)硼氢化钠。随后在此温度下将混合物搅拌1小时，并向此反应溶液加入200毫升2N盐酸。形成二相。分离出有机相，并干燥，通过蒸馏去除溶剂。粗产物直接进一步反应，无需进一步纯化。收率：27.6克(理论值的91％)4-羟基-8-甲基二氢苯并噻喃-7-羧酸甲酯。8.4-乙氧基-8-甲基二氢苯并噻喃-7-羧酸甲酯在沸点下，将13.8克(0.058摩尔)4-羟基-8-甲基二氢苯并噻喃-7-羧酸甲酯于添加有1克硫酸的60毫升乙醇中加热4小时。之后蒸馏掉溶剂，残留物用水吸收。水相用乙酸乙酯萃取。有机相用碳酸氢钠溶液洗涤，干燥并浓缩。产物通过色谱纯化。收率：10.1克(理论值的60％)4-乙氧基-8-甲基二氢苯并噻喃-7-羧酸甲酯；1H NMR(CDCl3)：δ[ppm]＝7.44(1H，d)，7.13(1H，d)，4.40(1H，m)，3.90(3H，s)，3.60(2H，m)，3.38(1H，dtr)，2.90(1H，m)，2.50(3H，s)，2.40(1H，m)，1.98(1H，m)1.10(3H，tr)。
进行类似于上述的方法的反应，给出4-甲氧基-8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯和4-异丙氧基-8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯，只是在4-甲氧基-8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯的情况下，用甲醇代替乙醇，而在4-异丙氧基-8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯的情况下，用异丙醇代替乙醇。9.4-乙氧基-8-甲基二氢苯并噻喃-7-羧酸将2.1克氢氧化钠溶液溶解20毫升水中。在约20℃下，滴加入溶解于20毫升甲醇中的4-乙氧基-8-甲基二氢苯并噻喃-4-酮-7-羧酸甲酯。将混合物回流2小时。之后蒸馏掉溶剂，残留物加入2N盐酸中。水相用二氯甲烷萃取，将有机相干燥并浓缩。收率：9.3克(理论值的100％)4-乙氧基-8-甲基二氢苯并噻喃-7-羧酸；熔点：89-98℃。
类似地水解相应的酯而成4-甲氧基-8-甲基二氢苯并噻喃-7-羧酸和4-异丙氧基-8-甲基二氢苯并噻喃-7-羧酸。这点同样适合于示于下文的相应的苯并[b]噻吩衍生物的水解。10.8-甲基-4-乙氧基-1，1-二氧代二氢苯并噻喃-7-羧酸先将8.4克(0.033摩尔)4-乙氧基-8-甲基二氢苯并噻喃-7-羧酸导入60毫升乙酸中。加入一刮勺尖钨酸钠。在50℃下，缓慢滴加入30％浓度过氧化氢溶液7.9克(0.07摩尔)，随后将反应混合物搅拌2小时。之后将之倒入水中，水相用乙酸乙酯萃取。有机相用亚硫酸氢盐溶液洗涤，之后干燥并浓缩。 收率：9.5克(理论值的100％)8-甲基-4-乙氧基-1，1-二氧代二氢苯并噻喃-7-羧酸；熔点：150℃。11.8-甲基二氢苯并噻喃-4-酮-7-羧酸-O-乙基肟先将0.88克(9毫摩尔)乙基羟胺导入20毫升甲醇中。之后加入0.62克(0.45毫摩尔)碳酸钾，接着加入2.0克(9毫摩尔)8-甲基二氢苯并噻喃-4-酮-7-羧酸。此反应在约20℃搅拌10天。后处理时，加入水和2N盐酸，并将所得的沉淀物抽吸滤出，并干燥。收率：2.2克(理论值92％)8-甲基二氢苯并噻喃-4-酮-7-羧酸-O-乙基肟；熔点：166℃。12.8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羧酸-O-乙基肟先将3.0克(0.011摩尔)8-甲基二氢苯并噻喃-4-酮-7-羧酸-O-乙基肟与一刮勺尖钨酸钠一起加入30毫升乙酸中。在50℃下，滴加入2.8克(0.024摩尔)30％浓度过氧化氢溶液。搅拌1小时后，将反应混合物倒入冰-水中，所得的沉淀物抽吸滤出。产物用水洗涤并干燥。收率：2.5克(理论值的74％)8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羧酸-O-乙基肟；熔点：198℃。13.8-甲基-1-氧代二氢苯并噻喃-4-酮-7-羧酸 先将7.0克(31.5毫摩尔)8-甲基二氢苯并噻喃-4-酮-7-羧酸与一刮勺尖钨酸钠一起加入70毫升乙酸中。在50℃下，滴加入3.6克(31.5毫摩尔)30％浓度的过氧化氢溶液，随后搅拌3小时。之后将之搅拌入水，并将产物用乙酸乙酯萃取。将有机相干燥，并去除溶剂。产物通过色谱纯化。收率：5.4克(理论值的72％)8-甲基-1-氧代二氢苯并噻喃-4-酮-7-羧酸；1H NMR(d6-DMSO)：δ[ppm]＝8.0(2H，m)，3.5(3H，m)，2.8(1H，m)，2.7(3H，s)。14.3-羧基甲硫基-2-甲基苯甲酸甲酯
将于80毫升二甲基甲酰胺中的12.4克(0.068摩尔)3-硫代-2-甲基苯甲酸甲酯滴加入于40毫升二甲基甲酰胺中的1.6克(0.068摩尔)氢化钠，并将混合物在约20℃下搅拌60分钟。之后加入8克(0.068摩尔)氯乙酸，并将混合物在约20℃下搅拌4小时。通过将反应混合物搅拌入含有盐酸的冰-水中而进行后处理。所得的沉淀物抽吸滤出，用水洗涤并干燥。收率：14.6克(理论值的89％)3-羧基甲硫基-2-甲基苯甲酸甲酯；1H NMR(d6-DMSO)：δ[ppm]＝7.55(1H，d)，7.45(1H，d)，7.21(1H，tr)，3.82(2H，s)，2.50(3H，s)。15.7-甲基苯并[b]噻吩-3[2H]-酮-6-羧酸甲酯
将14.3克(0.06毫摩尔)3-羧基甲硫基-2-甲基苯甲酸溶解于300毫升二氯甲烷中，并滴加入13.1克(0.11毫摩尔)亚硫酰氯。将混合物回流1小时，之后蒸馏掉溶剂和过量的亚硫酰氯。残留物用100毫升二氯甲烷吸收，并用31.8克(0.24毫摩尔)三氯化铝处理。反应在约20℃搅拌1小时。之后将混合物加入冰-水中，分离出有机相。有机相洗涤和干燥后，去除溶剂。产物可进一步反应，无需纯化。收率：12.9克(理论值的97％)7-甲基苯并[b]噻吩-3[2H]-酮-6-羧酸甲酯；1H NMR(CDCl3)：δ[ppm]＝7.65(2H，m)，3.93(3H，s)，3.88(2H，s)，2.50(3H，s)。16.7-甲基-3-羟基苯并[b]噻吩-[2H]-6-羧酸甲酯将12.8克(0.058摩尔)7-甲基苯并[b]噻吩-3[2H]-酮-6-羧酸甲酯溶解于120毫升二氯甲烷和60毫升甲醇中，并冷却至0℃。分批加入1.1克(0.029摩尔)硼氢化钠，并将混合物搅拌3小时。反应通过加入水来终止。将相分离，水相用二氯甲烷萃取。将合并的有机相干燥，并蒸馏掉溶剂。 粗产物用于进一步反应。收率：13.2克(理论值的100％)的7-甲基-3-羟基-苯并[b]-噻吩-[2H]-6-羧酸甲酯；1H NMR(CDCl3)：δ[ppm]＝7.6(2H，m)，5.3(1H，m)，3.9(3H，s)，3.7(1H，m)，3.3(1H，m)，2.4(3H，s)。17.7-甲基-3-甲氧基苯并[b]噻吩-[2H]-6-羧酸甲酯将2.4克(0.059摩尔)NaH溶解于50毫升二甲基甲酰胺中。将溶解于50毫升中的13.2克7-甲基-3-羟基苯并[b]噻吩-[2H]-6-羧酸甲酯滴加入，随后将混合物于约20℃下搅拌2小时。之后加入8.4克(0.059摩尔)碘甲烷，并将混合物再搅拌2小时。将反应溶液加入冰-水中，用乙酸乙酯萃取。将有机相干燥，随后浓缩，并将产物通过色谱纯化。收率：3.5克(理论值的25％)7-甲基-3-甲氧基-苯并[b]噻吩-[2H]-6-羧酸甲酯；1H NMR(CDCl3)：δ[ppm]＝7.60(1H，d)，7.20(1H，d)，5.04(1H，m)，3.90(3H，s)，3.56(1H，m)，3.40(3H，s)，3.38(1H，m)，2.50(3H，s)。
类似于上面所述的水解二氢苯并噻喃酮酯的方法，还获得相应苯并噻吩酸。
示于下列表格中的化合物用类似方式获得：表5：下式的中间体
表5a：中间体
终产物的制备1.1，3-二甲基-4-(8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羰基)-5-羟基吡唑
| 序号 | T | n | X | Y | L | M | 物理数据 |
| 5.1 | HO | 0 | (CH2)2 | C＝O | H | H | m.p.[℃]：226-231 |
| 5.2 | HO | 2 | (CH2)2 | C＝O | H | H | m.p.[℃]：217-220 |
| 5.3 | HO | 0 | (CH2)2 | C＝O | H | CH3 | m.p.[℃]：243-246 |
| 5.4 | HO | 2 | (CH2)2 | C＝O | H | CH3 | m.p.[℃]：224-225 |
| 5.5 | HO | 0 | (CH2)2 | CHOCH3 | H | CH3 | m.p.[℃]：117-118 |
| 5.6 | HO | 2 | (CH2)2 | CHOCH3 | H | CH3 | m.p.[℃]：167-172 |
| 5.7 | HO | 0 | (CH2)2 | CHOC2H5 | H | CH3 | m.p.[℃]：89-98 |
| 5.8 | HO | 2 | (CH2)2 | CHOC2H5 | H | CH3 | m.p.[℃]：150 |
| 5.9 | HO | 0 | (CH2)2 | CHOiPr | H | CH3 | m.p.[℃]：138 |
| 5.10 | HO | 2 | (CH2)2 | CHOiPr | H | CH3 | m.p.[℃]：142 |
| 5.11 | HO | 0 | (CH2)2 | C＝NOC2H5 | H | CH3 | m.p.[℃]：166 |
| 5.12 | HO | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 | m.p.[℃]：198 |
| 5.13 | HO | 0 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 | m.p.[℃]：163 |
| 5.14 | HO | 2 | (CH2)2 | C＝NOCH2CH＝CHCl | H | CH3 | m.p.[℃]：174 |
| 5.15 | HO | 0 | (CH2)2 | C＝NOCH2C6H5 | H | CH3 | m.p.[℃]：178 |
| 5.16 | HO | 2 | (CH2)2 | C＝NOt-Bu | H | CH3 | m.p.[℃]：217 |
| 5.17 | H3CO | 0 | (CH2)2 | C(CH3)2 | H | CH3 | m.p.[℃]：63-65 |
| 5.18 | HO | 2 | (CH2)2 | CHOCH3 | H | Cl | m.p.[℃]：137-139 |
| 5.19 | HO | 2 | (CH2)2 | C＝NOC2H5 | H | Cl | m.p.[℃]：205 |
| 5.20 | HO | 0 | (CH2) | CHOCH3 | H | CH3 | 1H NMR，300MHz(d6-DMSO)：δ[ppm]＝13.0(1H，s)，7.55(1H，d)，7.25(1H，d)，5.10(1H，s)，3.62(1H，m)，3.42(1H，m)，3.41(3H，s)，2.42(3H，s) |
| 序号 | T | n | X | Y | L | M | 物理数据 |
| 5.21 | HO | 2 | (CH2) | CHOCH3 | H | CH3 | 1H NMR，300MHz(d6-DMSO)：δ[ppm]＝13.5(1H，bs)，8.10(1H，d)，7.60(1H，d)，5.18(1H，m)，4.07(1H.m)，3.75(1H，m)，3.40(3H，s)，2.70(3H，s) |
| 5.22 | HO | 2 | (CH2)2 | C＝O | H | Cl | 1H NMR，300MHz(d6-DMSO)：δ[ppm]＝14.2(1H，bs)，8.10(1H，d)，7.98(1H，d)，4.13(2H，m)，3.30(2H，m) |
| 5.23 | HO | 0 | (CH2)2 | C＝O | H | Cl | 1H NMR，300MHz(d6-DMSO)：δ[ppm]＝13.9(1H，bs)，8.10(1H，d)，7.52(1H，d)，3.41(2H，m)，2.90(2H，m) |
| 5.24 | H3CO | 0 | (CH2)2 | CHOCH3 | H | CH3 | 1H NMR，400MHz(CDCl3)：δ[ppm]＝7.46，7.13，4.28，3.87，3.38，330，2.90，2.48，2.39，1.91 |
| 5.25 | H3CO | 0 | (CH2)2 | CHOC2H5 | H | CH3 | m.p.[℃]：94-98 |
| 5.26 | H3CO | 0 | (CH2)2 | CHO异丙基 | H | CH3 | 1H NMR， 250MHz(CDCl3)：δ[ppm]＝7.47，7.17，4.48，3.88，3.79，3.29，2.90，2.48，2.29，1.97，1.21 |
| 5.27 | HO | 1 | (CH2)2 | C＝O | H | CH3 | m.p.[℃]：98(分解) |
| 5.28 | H3CO | 0 | CH＝CH | C＝O | H | CH3 | m.p.[℃]：128-130 |
| 5.29 | HO | 0 | CH＝CH | C＝O | H | CH3 | 1H NMR，250MHz(d6-DMSO)：δ[ppm]＝13.52，8.48，8.30，7.87，7.03，2.66 |
| 5.30 | HO | 0 | (CH2)2 | C＝NO叔丁基 | H | CH3 | m.p.[℃]：217 |
| 5.31 | HO | 2 | (CH2)2 | C＝NOC2H5 | H | Cl | m.p.[℃]：205 |
| 5.32 | HO | 0 | (CH2)2 | C(CH3)2 | H | CH3 | m.p.[℃]：212 |
| 5.33 | HO | 0 | (CH2)2 | CH2 | H | CH3 | m.p.[℃]：155 |
| 5.34 | HO | 0 | (CH2)2 | CH(C6H5) | H | CH3 | m.p.[℃]：175 |
| 5.35 | HO | 2 | (CH2)2 | CH2 | H | CH3 | m.p.[℃]：204 |
| 5.36 | H3CO | 0 | (CH2)2 | CH(C6H5) | H | CH3 | m.p.[℃]：103 |
| 5.37 | HO | 2 | (CH2)2 | CH(C6H5) | H | CH3 | m.p.[℃]：145 |
| 5.38 | HO | 0 | (CH2)2 | CHSC6H5 | H | CH3 | m.p.[℃]：77 |
| 5.39 | HO | 2 | (CH2)2 | CHSO2C6H5 | H | CH3 | m.p.[℃]：239 |
| 5.40 | HO | 0 | (CH2)2 | C＝O | Cl | Cl | 1H NMR，250MHz(CDCl3)：δ[ppm]＝7.69，3.31，3.01 |
| 5.41 | HO | 2 | (CH2)2 | C＝O | Cl | Cl | 1H NMR，250MHz(d6-DMSO)：δ[ppm]＝8.04，4.16，3.31 |
| 5.42 | H3CO | 0 | (CH2)2 | CHOH | Cl | Cl | 1H NMR，250MHz(CDCl3)：δ[ppm]＝7.50，5.20，4.92，3.36，2.89，2.53，1.85 |
| 序号 | T | n | X | Y | L | M | 物理数据 |
| 5.43 | HO | 2 | (CH2)2 | CHOH | Cl | Cl | 1H NMR，250 MHz(d6-DMSO)：δ[ppm]＝8.03，6.96，5.08，3.87，3.62，2.54，2.37 |
| 5.44 | HO | 0 | (CH2)2 | CHOH | H | CH3 | m.p.[℃]：209 |
| 序号 | T | n | R12 | R13 | R21 | R22 | Y | L | M | 物理数据 |
| 5.45 | H3CO | 0 | CH3 | CH3 | H | H | C＝O | H | CH3 | 1H NMR，270MHz(CDCl3)：δ[ppm]＝8.02，7.50，3.92，3.09，2.50，1.33 |
| 5.46 | H3CO | 0 | H | CH3 | H | H | C＝O | H | CH3 | m.p.[℃]：79 |
| 5.47 | H3CO | 0 | CH3 | CH3 | H | H | CHOCH3 | H | CH3 | 1H NMR，270MHz(CDCl3)：δ[ppm]＝7.44，7.02，3.89，3.59，3.33，3，28，2.50，2.48，1.21，0.88 |
| 5.48 | H3CO | 0 | H | H | CH3 | H | C＝O | H | CH3 | m.p.[℃]：83 |
| 5.49 | H3CO | 0 | H | H | CH3 | H | CHOCH3 | H | CH3 | 1H NMR，270MHz(CDCl3)：δ[ppm]＝7.46，7.11，4.31，3.89，3.65，3.37，2.48，2.44，1.64，1.44 |
| 5.50 | HO | 0 | H | CH3 | H | H | CHOCH3 | H | CH3 | m.p.[℃]：124 |
| 5.51 | HO | 0 | CH3 | CH3 | H | H | CHOCH3 | H | CH3 | m.p.[℃]：168 |
| 5.52 | HO | 0 | H | H | CH3 | H | CHOCH3 | H | CH3 | m.p.[℃]：145 |
| 5.53 | HO | 2 | H | CH3 | H | H | CHOCH3(反式) | H | CH3 | m.p.[℃]：184 |
| 5.54 | HO | 2 | CH3 | CH3 | H | H | CHOCH3 | H | CH3 | m.p.[℃]：161 |
| 5.55 | HO | 2 | H | H | CH3 | H | CHOCH3 | H | CH3 | m.p.[℃]：182 |
a)将17.4克(0.0685毫摩尔)8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羧
酸溶解于170毫升甲苯中，并用一滴二甲基甲酰胺处理，加入8.96克
(0.0753摩尔)亚硫酰氯。回流4小时后，将反应混合物浓缩。反应产
物直接进一步反应。
收率：18.6克(理论值的99％)8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-
7-羧酰氯；
b)将0.82克(7.3毫摩尔)1，3-二甲基吡唑酮和0.74克(7.3毫摩尔)三乙胺溶
解于10亳升乙腈中。之后向此混合物中滴加入溶解于20毫升乙腈中
的2.0克(7.3毫摩尔)来自a)的酰氯。此混合物在室温下搅拌一小时。
之后加入0.42克(4.9毫摩尔)丙酮合氰化氢和3.7克(36.7毫摩尔)三乙
胺，并将混合物搅拌6小时。后处理时，通过加入2N盐酸，并将混
合物用乙酸乙酯萃取。之后将有机相用碳酸钠溶液洗涤，酸化水
相。所得的沉淀物抽吸滤出并干燥。
收率：0.2克(理论值的8％)1，3-二甲基-4-(8-甲基-1，1-二氧代二氢苯
并噻喃-4-酮-7-羰基)-5-羟基吡唑；熔点：83℃。2.1，3-二甲基-4-(8-甲基二氢苯并噻喃-4-酮-7-羰基-O-乙基肟)-5-羟基吡唑
在室温下，将1克(3.77毫摩尔)7-羧基-8-甲基二氢苯并噻喃-4-酮O-乙基
肟与0.46克(4.07毫摩尔)1，3-二甲基吡唑酮和0.84克(4.07毫摩尔)双环已 基碳化二亚胺(DCC)在叔戊醇中搅拌2小时。随后加入0.78克(5.66毫摩尔)碳酸钾，并将混合物加热至90℃，并在此温度下搅拌5小时。后处理时，将反应混合物搅拌入水中，接着用乙酸乙酯萃取。弃去有机相。用盐酸使水相呈酸性，有用产物用乙酸乙酯萃取。分离出萃取剂。产物通过色谱纯化。收率：0.35克(理论值的26％)1，3-二甲基-4-(8-甲基-二氢苯并噻喃-4-酮-7-羰基-O-乙基肟)-5-羟基吡唑；1H NMR(CDCl3)：δ[ppm]＝7.95(1H，d)，6.99(1H，d)，4.28(2H，q)，3.69(3H，s)，3.10(2H，m)，2.97(2H，m)，2.30(3H，s)，1.75(3H，s)，1.38(3H，tr)。3.1，3-二甲基-4-(8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羰基-O-乙基肟)-5-羟基吡唑将0.35克(1毫摩尔)1，3-二甲基-4-(8-甲基二氢苯并噻喃-4-酮-7-羰基-O-乙基肟)-5-羟基吡唑与5毫升乙酸和一满刮勺尖钨酸钠一起导入反应容器中，并将混合物在50℃下加热。之后加入0.24克(2.1毫摩尔)30％浓度过氧化氢溶液，并将混合物搅拌4小时。之后加入水，并将混合物用乙酸乙酯萃取。有机相用硫代硫酸盐溶液洗涤，在旋转蒸发器中蒸发。收率：0.35克(理论值的89％)的1，3-二甲基-4-(8-甲基-1，1-二氧代二氢苯并噻喃-4-酮-7-羰基-O-乙基肟)-5-羟基吡唑；1H NMR(CDCl3)：δ[ppm]＝9.90(1H，bs)，8.12(1H，d)，7.35(1H，d)，4.32(2H，q)，3.65(3H，s)，3.44(4H，m)，2.70(3H，s)，1.73(3H，s)，1.38(3H，tr)。表6：下式的化合物
表7
| 序号 | R15 | R16 | R17 | n | X | Y | L | M | M.p.[℃] |
| 6.1 | CH3 | CH3 | H | 2 | (CH2)2 | C＝O | H | CH3 | 83 |
| 6.2 | CH3 | CH3 | H | 2 | (CH2)2 | CHOCH3 | H | CH3 | 85 |
| 6.3 | CH3 | CH3 | H | 2 | (CH2)2 | CHOC2H5 | H | CH3 | 75 |
| 6.4 | CH3 | CH3 | H | 2 | (CH2)2 | CHOiPr | H | CH3 | 82 |
| 6.5 | CH3 | CH3 | H | 2 | (CH2)2 | C＝NOC2H5 | H | CH3 | 189-191 |
| 6.6 | C2H5 | H | H | 2 | (CH2)2 | C(CH3)2 | H | CH3 | 89-91 |
| 6.7 | C2H5 | H | H | 2 | (CH2)2 | CHOCH3 | H | CH3 | 64 |
| 6.8 | C2H5 | H | H | 0 | CH＝CH | C＝O | H | CH3 | 135 |
| 6.9 | C2H5 | H | H | 2 | (CH2)2 | CH2 | H | CH3 | 162 |
| 6.10 | C2H5 | H | H | 0 | (CH2)2 | CH(C6H5) | H | CH3 | 132-133 |
| 6.11 | C2H5 | H | H | 2 | (CH2)2 | CH(C6H5) | H | CH3 | 106 |
| 6.12 | C2H5 | H | H | 2 | (CH2)2 | CHNHOC2H5 | H | CH3 | 74 |
| 6.13 | C2H5 | H | H | 2 | (CH2)2 | CHSO2C6H5 | H | CH3 | 119 |
| 6.14 | C2H5 | H | SO2C3H7 | 2 | (CH2)2 | C(CH3)2 | H | CH3 | 93 |
| 6.15 | C2H5 | H | SO2-(p-CH3-C6H4) | 2 | (CH2)2 | C(CH3)2 | H | CH3 | 141(分解) |
| 6.16 | C2H5 | H | SO2C4H9 | 2 | (CH2)2 | C(CH3)2 | H | CH3 | 1H NMR(250 MHz，CDCl3，δin ppm)：7.48，7.42，7.37，4.30，4.21，3.80，3.47，3.11，2.86，2.38，2.04，1.47，1.02，0.96 |
| 序号 | R15 | R16 | R17 | n | R12 | R13 | R21 | R22 | Y | L | M | M.p. | [℃] |
| 7.1 | C2H5 | H | H | 2 | H | H | CH3 | H | CHOCH3 | H | CH3 | 74-77 | |
| 7.2 | C2H5 | H | H | 2 | H | CH3 | H | H | CHOCH3(顺式) | H | CH3 | 72 |
化合物I及其农业上有用的盐适合作为除草剂，它们可以是异构体混合物的形式和纯异构体的形式。包含I的除草组合物在控制非耕作区的植物方面非常有效，特别是在高施用量的情况下。它们可以在作物如小麦、稻、玉米、大豆和棉花中防治阔叶杂草和禾本科杂草，而不对作物造成明显的伤害。这种效果特别是出现在低施用量的情况下。
考虑到施用方法的多样性，化合物I或含有之的组合物也可以用于许多其它作物，用于消灭莠草。适合的作物是例如下列：洋葱、凤梨、花生、芦笋、甜菜(Beta vulgaris spec.altissima)、芜菁甜菜(Beta vulgaris spec.rapa)、Brassica napus var.napus、Brassica napusvar.napobrassica、蔓菁(Brassica rapa var.silvestris)、茶、红花、美洲山核桃、柠檬、甜橙、小果咖啡(中果咖啡、大果咖啡)、黄瓜、狗牙根、胡萝卜、油棕、欧洲草莓、大豆、陆地棉、(鸡脚棉、草棉、Gossypiumvitifolium)、向日葵、巴西橡胶、大麦、啤酒花、甘蓝、核桃、兵豆、亚麻、蕃茄、苹果属、木薯、紫花苜蓿、芭蕉属、烟草(黄花烟草)、油橄榄、稻、雪豆、菜豆、欧洲云杉、松属、豌豆、欧洲甜樱桃、桃、西洋梨、红醋栗、蓖麻、甘蔗、黑麦、马铃薯、芦黍(蜀黍)、可可、红车轴草、普通小麦、硬粒小麦、蚕豆、葡萄、玉米。
此外，化合物I也可以应用在这样的作物上，所述作物通过育种包括基因工程的方法，业已对除草剂的作用具有高抗性。
活性物质I或除草组合物的使用可以在苗前或苗后进行。如果这种活性物质对某种农作物是较不耐受的，那么可以采用这样喷洒技术，其中在喷洒设备的帮助下喷洒该除草剂，以便尽可能地不要喷洒到敏感性农作物的叶片上，同时活性物质到达生长于其下的的不希望的植物的叶片上或到达未覆盖的土表上(苗后直接处理、铺施)。
化合物I和含有之的制剂例如可以以可直接喷雾水溶液、粉末、悬浮液、高浓度的水、油或其它悬浮液或分散液、乳液、油分散液、膏剂、喷粉组合物、撒施组合物或颗粒的形式通过喷雾、弥雾、喷粉、撒施或浇注使用。使用形式取决于应用目的；在任何情况下应该保证本发明的活性物质尽可能细的分散。
作为惰性助剂一般是中等至高沸点的石油馏分如煤油和柴油，煤焦油以及来源于植物和动物的油类，脂族、环状和芳族烃例如石蜡、四氢化萘、烷基化的萘和其衍生物，烷基化的苯和其衍生物，甲醇、乙醇、丙醇、丁醇和环己醇，环己酮，强极性溶剂例如N-甲基吡咯烷酮和水。
含水的使用形式可由乳油、悬浮液、膏剂、可湿性粉剂或可以用水分散的颗粒通过添加水而制备的。为了制备乳液、膏剂或油分散液，该基质本身或其溶解在油或溶剂中，借助于润湿剂、粘附剂、分散剂或乳化剂在水中均化。然而同样可以由活性物质、润湿剂、粘附剂、分散剂或乳化剂和可能的话溶剂或油制备适合于用水稀释的浓缩物。
适合的表面活性物质是芳族磺酸例如木质素磺酸、苯酚磺酸、萘磺酸和二丁基萘磺酸以及脂肪酸的碱金属盐、碱土金属盐、铵盐，烷基磺酸盐和烷芳基磺酸盐，烷基-、十二烷基醚-和脂肪醇硫酸盐，以及硫酸化的十六烷基醇、十七烷基醇和十八烷基醇的以及脂肪醇乙二醇醚的盐，磺化的萘和其衍生物与甲醛的缩合产物，萘或萘磺酸与苯酚和甲醛的缩合产物，聚氧乙烯辛基苯酚醚，乙氧基化异辛基-、辛基-或壬基苯酚，烷基苯基-、三丁基苯基聚乙二醇醚，烷芳基聚醚醇，异十三烷基醇、脂肪醇氧化乙烯缩合物，乙氧基化蓖麻油，聚氧乙烯或聚氧丙烯烷基醚，十二烷基醇聚乙二醇醚乙酸酯，山梨醇酯、木素亚硫酸盐废液或甲基纤维素。
粉剂、撒施剂和喷粉剂可以通过活性物质与固态载体的混合或混磨来制备。
颗粒剂例如包衣、浸渍和均质颗粒可以通过将活性物质粘合在固态载体上来制备。固态载体是矿质土类如硅酸、硅胶、硅酸盐、滑石、高岭土、石灰石、石灰、白垩、红玄武土、黄土、陶土、白云石、硅藻土、硫酸钙和硫酸镁、氧化镁、磨细的塑料、肥料，如硫酸铵、磷酸铵、硝酸铵、尿素和植物产品如谷类作物粉末、树皮、木材和核桃壳粉，纤维素粉末或其它固态载体。
活性化合物I在即可使用的制剂中的浓度可以在较宽的范围内变化。一般所使用的制剂包含约0.001至98重量％、优选0.01至95重量％的至少一种活性物质。活性物质的纯度是90至100％，优选95至100％(根据NMR-光谱)。
本发明的化合物I例如可如下配制：
I、将20重量份的序号6.1的活性成分溶解在一种混合物中，该混合物由80重量份的烷基化苯、10重量份的8～10摩尔氧化乙烯在1摩尔油酸-N-单乙醇酰胺上的加成产物、5重量份的十二烷基苯磺酸的钙盐和5重量份的40摩尔氧化乙烯在1摩尔蓖麻油上的加成产物组成。通过将溶液倾入100000重量份的水中并细分散得到一种水分散液，其包含0.02重量％的活性物质。
II、将20重量份的序号6.2的活性成分溶解在一种混合物中，该混合物由40重量份的环己酮、30重量份的异丁醇、20重量份40摩尔异辛基苯酚的加成产物和10重量份的40摩尔氧化乙烯在1摩尔蓖麻油上的加成产物组成。通过将溶液倾入100000重量份的水中并细分散得到一种水分散液，其包含0.02重量％的活性物质。
III、将20重量份的序号6.3的活性成分溶解在一种混合物中，该混合物由25重量份的环己酮、65重量份的沸点为210～280℃的石油馏分和10重量份的40摩尔氧化乙烯在1摩尔蓖麻油上的加成产物组成。通过将该溶液倾入100000重量份的水中并细分散得到一种水分散液，其包含0.02重量％的活性物质。
IV、将20重量份的序号6.4的活性成分与3重量份的二异丁基萘-α-磺酸的钠盐、17重量份来自亚硫酸盐废液的木素磺酸的钠盐和60重量份的粉状硅胶均匀地混合，并在锤磨机中粉磨。通过该混合物在20000重量份水中的均匀分散得到一种喷洒混合物，其包含0.1重量％的活性物质。
V、将3重量份的序号6.5的活性物质与97重量分的细高岭土混合。按照这种方式得到一种喷粉剂，其包含3重量％的活性物质。
VI、将20重量份的序号6.8的活性成分与2重量份的十二烷基苯磺酸钙、8重量份的脂肪醇-聚乙二醇醚、2重量份的苯酚-尿素-甲醛缩合物的钠盐和68重量份的石蜡质的矿物油均匀地混合。得到一种稳定的油分散液。
VII、将1重量份的序号6.9的活性成分溶解在一种混合物中，该混合物由70重量份的环己酮、20重量份的乙氧基化的异辛基苯酚和10重量份的乙氧基化的蓖麻油组成。得到一种稳定的乳油。
VIII、将1重量份的序号6.10的活性物质溶解在一种混合物中，该混合物由80重量份的环己酮和20重量份的WettolEM 31(＝基于乙氧基化蓖麻油的非离子型乳化剂)组成。得到一种稳定的乳油。
为了扩展作用谱和得到协同的效果，吡唑-4-基苯衍生物I可以与众多的具有代表性的其它除草剂或生长调节活性物质混合和一起使用。例如可以作为混合组分的是1，2，4-噻二唑类、1，3，4-噻二唑类，酰胺类、氨基磷酸类和其衍生物，氨基三唑类，N-酰苯胺类、芳氧基-/杂芳基氧基链烷酸类和其衍生物、苯甲酸和其衍生物、苯并噻二嗪酮类、2-(杂芳酰基/芳酰基)-1，3-环己二酮类、杂芳基-芳基-酮类、苄基异噁唑烷酮类、间-CF3-苯基衍生物、氨基甲酸酯类、喹啉羧酸和其衍生物、氯乙酰苯胺类、环己-1，3-二酮衍生物、二嗪类、二氯丙酸和其衍生物、二氢苯并呋喃类、二氢呋喃-3-酮类、二硝基苯胺类、二硝基苯酚类、二苯基醚类、联吡啶类、卤代羧酸和其衍生物、脲类、3-苯基尿嘧啶类、咪唑类、咪唑啉酮类、N-苯基-3，4，5，6-四氢邻苯二甲酰亚胺类、噁二唑类、环氧乙烷类、苯酚类、芳氧基-和杂芳氧基苯氧基丙酸酯类、苯基乙酸和其衍生物、2-苯基丙酸和其衍生物、吡唑类、苯基吡唑类、哒嗪类、吡啶羧酸和其衍生物、嘧啶基醚类、磺酰胺类、磺酰脲类、三嗪类、三嗪酮类、三唑啉酮类、三唑甲酰胺类和尿嘧啶类。
此外，有利的是化合物I单独或与其它的除草剂一起与其它的作物保护剂混合使用，例如与防治害虫或植物病原真菌或细菌的药剂一起使用。此外，感兴趣的是与无机盐溶液的可混合性，采用这种方法来消除营养和微量元素的缺乏。同样可以加入无植物毒性的油和油浓缩物。
取决于防治的目标，季节、靶体植物和生长期，活性成分的施用量为0.001-3.0，优选0.01-1.0kg/ha活性成分(a.s.)应用实施例
式I的吡唑-4-基苯甲酰基衍生物的除草作用可以通过下述温室试验说明：
所用的栽培容器是塑料花盆，盆中装有腐殖质含量约为3.0％的壤砂土作为基质。根据不同的种类，分别播种不同试验植物的种子。
在苗前处理的情况下，在播种后，即将悬浮或乳化于水中的活性化合物用分布性能良好的喷嘴施用。花盆稍微浇些水，以促使萌发和生长，然后，覆盖上透明塑料地膜，直到植物生根。如果不是受活性化合物影响的话，覆盖应会使试验植物均匀的萌发。
进行苗后处理时，先让试验植物长出，根据不同的生长形式，让其长到3至15cm高，此时方用悬浮或乳化于水中的活性化合物处理。对于这种目的，试验植物或是直接播种并在同一花盆中生长，或是先以秧苗分别生长，再在处理前几天，将它们移栽到试验花盆中。苗后处理的施用量是0.5或0.25kg/ha a.s.(活性物质)。
根据种类的不同，将植物保持在10-25℃或20-35℃下。试验期历经2至4周。在此期间，悉心照料植物，并评价它们对各处理的反应。
以0至100的等级进行评分。在此情况下，100是指没有植物出苗或至少完全毁灭地上部分，而0是指无伤害或生长正常。
在温室中使用的植物是由下列品种组成的：
表7温室中苗后施用的情况下的除草活性
| 英文名 | 中文名 |
| Zea mays | 玉米 |
| Chenopodium album | 白藜 |
| Sinapis alba | 欧白芥 |
| Solanum nigrum | 龙葵 |
| 施用量(kg of a.i./ha) | 0.5 | 0.25 |
| 试验植物 | 损害率 ％ | |
| ZEAMX | 0 | 0 |
| CHEAL | 90 | 85 |
| SINAL | 85 | 80 |
| SOLNI | 100 | 75 |
Claims (11)
1.式I的吡唑-4-基苯甲酰基衍生物及其农业上可利用的盐
其中取代基具有下列含意：L和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基，这些基团是未取代或由一至五个卤原子或C1-C4-烷氧基取代；卤素、氰基、硝基、基团-(A)m-S(O)nR1或基团-(A)m-CO-R2；Y 是由C＝O、C＝N-R3、CR7-NR5R6、CR7-OR8、CR10R11、CR7-SR8组成的基团；由氢或C1-C4-烷基取代的1，3-二噁烷基或1，3-二氧戊环基；选自氧、硫和氮的杂原子；X 是链(-CR12R13-)、(-CR12R13-CR21R22-)、(-CR12＝CR13-)、(-CR12R13-CR12＝CR13-)；NR23X和Y之间的键可以是饱和或不饱和的；A 是氧或NR14；m 是0或1；n 是0、1或2；R1 是C1-C4-烷基、C1-C4-卤代烷基或NR14；R2 是C1-C4-烷基、C1-C4-卤代烷基、C1-C4-烷氧基或NR14；R3 是氢、-NR9R4；C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基、C2-C6-链烯基、C2-C6-卤代链烯基、C2-C6-炔基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；未取代或取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；未取代或取代的苄氧基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R4 是氢、C1-C6-烷基、C1-C6-卤代烷基、C2-C6-链烯基、C2-C6-炔基、C＝O-NR14；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；未取代或取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R9 是氢、C1-C6-烷基、C1-C6-卤代烷基、C2-C6-链烯基、C2-C6-炔基、C＝O-NR14；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；未取代或取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R5 和R6相互独立地是氢、C1-C6-烷基、C2-C6-链烯基、C1-C4-卤代烷基、C2-C6-卤代链烯基、C1-C6-烷氧基、C1-C6-卤代烷氧基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；未取代或取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R7 是氢、C1-C6-烷基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基；未取代或取代的苯基，其取代基可以由一至三个卤素、C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、硝基组成；R7与R21或R7与R23或R7与R12可以形成一键；R8 是氢、C1-C6-烷基、C1-C4-卤代烷基，未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；未取代或取代的苄基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R10和R11相互独立地是氢、C1-C6-烷基；未取代或取代的苯基，其取代基可以由一至三个卤素、C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、硝基组成；R10与R12或R10与R21或R10与R23可以形成一键；R12和R13相互独立地是氢、C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R14是C1-C4-烷基；R21是氢、C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R22是氢、C1-C6-烷基、C1-C6-卤代烷基、C1-C6-烷氧基、C1-C6-卤代烷氧基；未取代或取代的苯基，其取代基可以由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；R23是氢、C1-C6-烷基、C2-C6-链烯基、C1-C6-烷氧基；未取代或取代的苯基或苄基，其取代基由C1-C4-烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷基、卤素、氰基、硝基组成；Q 是式II的吡唑环，连接于4-位上，
其中R15是C1-C4-烷基，R16是氢、C1-C4-烷基或C1-C4-卤代烷基，且R17是氢、C1-C4-烷基磺酰基、苯基磺酰基或烷基苯基磺酰基，其中在Y＝C＝O时，X不等于NR23。
2.式Ia的吡唑-4-基苯甲酰基衍生物，
其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-烷硫基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、C1-C4卤代烷氧基、C1-C4-卤代烷硫基、C1-C4-烷基磺酰基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-烷硫基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、C1-C4-卤代烷氧基、C1-C4-卤代烷硫基、C1-C4-烷基磺酰基、卤素、硝基或氰基，和Q、X、n和Y具有权利要求1中给出的含意，其中在Y＝C＝O的情况下，X不是NR23。
3. 式Ib的吡唑-4-基苯甲酰基衍生物，
其中L是C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、X、n和Y具有权利要求1中给出的含意，其中在Y＝C＝O的情况下，X不是NR23。
4.权利要求1中所述的式I的吡唑-4-基苯甲酰基衍生物，其中基团L和M是氢、甲基、甲氧基、氯、氰基、硝基或三氟甲基。
5.式Ic的吡唑-4-基苯甲酰基衍生物，其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、n、Y以及R22、R21、R12和R13具有权利要求1中给出的含意。
6.式Id的吡唑-4-基苯甲酰基衍生物，其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、n、Y以及R12和R13具有权利要求1中给出的含意。
7.式Ie的吡唑-4-基苯甲酰基衍生物，其中L是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和M是氢、C1-C6-烷基、C2-C6-链烯基、C2-C6-炔基、C1-C4-烷氧基、C1-C4-卤代烷基、C1-C4-卤代烷氧基、卤素、硝基或氰基，和Q、n、Y以及R12和R13具有权利要求1中给出的含意。
8.权利要求1中所述的式I的吡唑-4-基苯甲酰基衍生物，其中n是1或2，和Y是CR7-OR8，其中R7和R8具有权利要求1中给出的含意。
9.制备权利要求1所述的式I化合物的方法，它包含用式IIIa的酰氯或酸IIIb酰基化式IIa的吡唑，并在催化剂存在下重排酰化产物，给出化合物I，
其中R15、R16、L、M、X、n和Y具有权利要求1中给出的含意。
10.一种除草组合物，包含至少一种权利要求1中所述的式I的吡唑-4-基苯甲酰基衍生物和常规的惰性添加剂。
11.一种防治莠草的方法，其中包含使除草有效量的权利要求1中所述的式I的吡唑-4-基苯甲酰基衍生物作用于植物或其栖生地。
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| JP2002515499A (ja) | 1998-05-18 | 2002-05-28 | ビーエーエスエフ アクチェンゲゼルシャフト | ピラゾリルジオキソチオクロマノイル誘導体 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4986845A (en) * | 1988-07-15 | 1991-01-22 | Nissan Chemical Industries Ltd. | Pyrazole derivatives and herbicides containing them |
| WO1993015060A1 (en) * | 1992-01-22 | 1993-08-05 | Nissan Chemical Industries, Ltd. | Substituted pyrazole derivative and agrohorticultural bactericide |
| ES2134257T3 (es) * | 1992-03-03 | 1999-10-01 | Idemitsu Kosan Co | Derivado de pirazol. |
| US5506194A (en) * | 1992-07-13 | 1996-04-09 | Idemitsu Kosan Co., Ltd. | Pyrazole derivatives and herbicidal compositions |
| US5607898A (en) | 1993-08-02 | 1997-03-04 | Idemitsu Kosan Company, Ltd. | Pyrazole derivatives |
-
1995
- 1995-09-01 DE DE19532312A patent/DE19532312A1/de not_active Withdrawn
-
1996
- 1996-08-27 TW TW085110390A patent/TW325474B/zh active
- 1996-08-29 US US09/029,124 patent/US6291682B1/en not_active Expired - Fee Related
- 1996-08-29 MX MX9801289A patent/MX9801289A/es unknown
- 1996-08-29 JP JP9510831A patent/JPH11512105A/ja not_active Withdrawn
- 1996-08-29 NZ NZ316941A patent/NZ316941A/xx unknown
- 1996-08-29 IL IL12309296A patent/IL123092A/en not_active IP Right Cessation
- 1996-08-29 PT PT96930126T patent/PT961774E/pt unknown
- 1996-08-29 CN CN96196605A patent/CN1071756C/zh not_active Expired - Fee Related
- 1996-08-29 EE EE9800054A patent/EE03614B1/xx not_active IP Right Cessation
- 1996-08-29 EP EP96930126A patent/EP0961774B1/de not_active Expired - Lifetime
- 1996-08-29 AU AU69296/96A patent/AU710278B2/en not_active Ceased
- 1996-08-29 PL PL96325279A patent/PL325279A1/xx unknown
- 1996-08-29 AT AT96930126T patent/ATE210660T1/de not_active IP Right Cessation
- 1996-08-29 EA EA199800234A patent/EA000753B1/ru not_active IP Right Cessation
- 1996-08-29 DK DK96930126T patent/DK0961774T3/da active
- 1996-08-29 GE GEAP19964210A patent/GEP20022677B/en unknown
- 1996-08-29 BR BR9610210A patent/BR9610210A/pt not_active IP Right Cessation
- 1996-08-29 CZ CZ98602A patent/CZ60298A3/cs unknown
- 1996-08-29 CA CA002227946A patent/CA2227946A1/en not_active Abandoned
- 1996-08-29 ES ES96930126T patent/ES2169808T3/es not_active Expired - Lifetime
- 1996-08-29 DE DE59608472T patent/DE59608472D1/de not_active Expired - Fee Related
- 1996-08-29 SK SK244-98A patent/SK24498A3/sk unknown
- 1996-08-29 WO PCT/EP1996/003794 patent/WO1997009327A1/de not_active Application Discontinuation
- 1996-08-29 HU HU9802345A patent/HUP9802345A3/hu unknown
- 1996-08-29 TR TR1998/00345T patent/TR199800345T1/xx unknown
- 1996-08-29 KR KR1019980701568A patent/KR19990044328A/ko not_active Application Discontinuation
- 1996-08-30 ZA ZA9607357A patent/ZA967357B/xx unknown
- 1996-08-30 AR ARP960104183A patent/AR004949A1/es not_active Application Discontinuation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102065690A (zh) * | 2008-05-29 | 2011-05-18 | 拜尔农作物科学股份公司 | 具有除草效果的4-(3-烷基亚磺酰基苯甲酰基)吡唑 |
| CN102065690B (zh) * | 2008-05-29 | 2013-11-06 | 拜尔农作物科学股份公司 | 具有除草效果的4-(3-烷基亚磺酰基苯甲酰基)吡唑 |
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