公开(公告)号：KR100477892B1

公开(公告)日：2005-03-18

申请号：KR1020030026416

申请日：2003-04-25

Applicant: 한국화학연구원

Inventor： 전동주 ,  김형래 ,  송종환 ,  박관용 ,  정순민 ,  황인택

IPC: A01N43/90

Abstract: 본 발명은 다음 화학식 1로 표시되는 신규의 9-(5-이속사졸메톡시페닐)이미노-8-치아-1,6-디아자비시클로[4.3.0]노난-7-온 유도체와 이들을 유효성분으로 포함하는 제초제에 관한 것이다.

상기 화학식 1에서, R은 C
1 ∼C
5 의 알킬기, 페닐기 또는 치환된 페닐기이고, 이때 치환된 페닐기는 C
1 ∼C
3 의 알킬기, C
1 ∼C
3 의 알콕시기, 할로겐 원자, 시아노기, 니트로기, 카르복실기 및 카르복실산 에스테르기 중에서 선택된 치환기가 1 ∼ 3개 단일 혹은 복합적으로 치환된 페닐기이다.

公开(公告)号：KR100454090B1

公开(公告)日：2004-10-26

申请号：KR1020020033207

申请日：2002-06-14

Applicant: 한국화학연구원

Inventor： 유응걸 ,  전동주 ,  김형래 ,  송종환 ,  박관용

IPC: C07D231/54

Abstract: PURPOSE: A process for preparing 3-chloro-2- (4-chloro-2-fluoro-5-hydroxyphenyl)- 4,5,6,7-tetrahydro-2H-indazole is provided, thereby improving its preparation yield and converting by-products of the preparation into starting material. CONSTITUTION: A process for preparing 3-chloro-2- (4-chloro-2-fluoro-5-hydroxyphenyl)- 4,5,6,7-tetrahydro-2H-indazole of the formula 1 comprises the steps of: reacting 2- (2-fluoro-4-chloro-5-hydroxyphenyl)- 2,3a,4,5,6,7- hexahydroindazole-3-one of the formula 2 with phosgene; concentrating the phosgene reaction mixture under reduced pressure; dissolving the concentrate in an organic solvent; adding ammonia water or hydroxide solution to the organic solvent and filtering solids; and distilling the filtrated solution, wherein the organic solvent is ethylacetate; the addition of ammonia water or hydroxide solution is carried out at room temperature; the solids are mainly constituted of a compound of the formula 2, and the by-products of the reaction include a dimer represented by the formula 3a, 3b or 3c.

Abstract translation: 目的：提供一种制备3-氯-2-（4-氯-2-氟-5-羟基苯基）-4,5,6,7-四氢-2H-吲唑的方法，由此提高其制备产率和通过 - 将制剂的产物制成原料。 构成：制备式1的3-氯-2-（4-氯-2-氟-5-羟基苯基）-4,5,6,7-四氢-2H-吲唑的方法包括以下步骤：使2 - （2-氟-4-氯-5-羟基苯基）-2,3a，4,5,6,7-六氢吲唑-3-酮与光气的反应; 在减压下浓缩光气反应混合物; 将浓缩物溶解在有机溶剂中; 向有机溶剂中加入氨水或氢氧化物溶液并过滤固体; 蒸馏过滤后的溶液，其中有机溶剂为乙酸乙酯; 氨水或氢氧化钠溶液的加入在室温下进行; 固体主要由式2的化合物构成，并且反应的副产物包括由式3a，3b或3c表示的二聚体。

公开(公告)号：KR100454099B1

公开(公告)日：2004-10-26

申请号：KR1020020049819

申请日：2002-08-22

Applicant: 한국화학연구원

Inventor： 유응걸 ,  전동주 ,  김형래 ,  송종환 ,  박관용 ,  하진열 ,  김진석

IPC: C07D495/04

Abstract: PURPOSE: Provided are derivatives of 9-(5-isoxazolinemethoxyphenyl)imino-8-thia-1.6-diazabicylco£4.3.0|nonane-7-one, represented by the formula(1) and herbicides containing them as active ingredients and having excellent herbicidal activity and selectivity when applied to a rice paddy. CONSTITUTION: Derivatives are represented by the formula(1), wherein R is C1-C6 alkyl, phenyl or substituted phenyl, wherein substituents are 1-3 of halogen atom, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, cyano, nitro, carboxyl and esters of carboxy acid.

Abstract translation: 用途：提供由式（1）表示的9-（5-异恶唑啉甲氧基苯基）亚氨基-8-硫杂-1,6-二氮杂双环[4.3.0]壬烷-7-酮的衍生物和含有它们作为活性成分的除草剂， 除草活性和选择性，当应用到稻田。 构成：衍生物由式（1）表示，其中R为C 1 -C 6烷基，苯基或取代的苯基，其中取代基为卤素原子，C 1 -C 3烷基，C 1 -C 3烷氧基，C 1 -C 3卤代烷基， 氰基，硝基，羧基和羧酸的酯。

公开(公告)号：KR1020040092186A

公开(公告)日：2004-11-03

申请号：KR1020030026416

申请日：2003-04-25

Applicant: 한국화학연구원

Inventor： 전동주 ,  김형래 ,  송종환 ,  박관용 ,  정순민 ,  황인택

IPC: A01N43/90

Abstract: PURPOSE: Provided are 9-(5-isoxazolemethoxyphenyl)imino-8-thia-1,6-diazabicyclo(4.3.0)nonan-7-one derivatives which have herbicidal activity and a herbicidal composition containing the same as active ingredient. The derivatives have high stability to rice and excellent herbicidal effect. CONSTITUTION: 9-(5-isoxazolemethoxyphenyl)imino-8-thia-1,6-diazabicyclo(4.3.0)nonan-7-one derivative is represented by the formula(1), wherein R is C1-C5 alkyl group, phenyl group or substituted phenyl group in which the substituted phenyl group has a substituent selected from C1-C3 alkoxy group, halogen atom, cyano group and carboxylic acid ester group. The herbicidal composition is characterized by containing the 9-(5-isoxazolemethoxyphenyl)imino-8-thia-1,6-diazabicyclo(4.3.0)nonan-7-one derivative as active ingredient.

Abstract translation: 目的：提供具有除草活性的9-（5-异恶唑甲氧基苯基）亚氨基-8-硫杂-1,6-二氮杂双环（4.3.0）壬-7-酮衍生物和含有与活性成分相同的除草组合物。 该衍生物对水稻的稳定性高，除草效果好。 构型：9-（5-异恶唑甲氧基苯基）亚氨基-8-硫杂-1,6-二氮杂双环（4.3.0）壬-7-酮衍生物由式（1）表示，其中R是C1-C5烷基，苯基 基团或取代的苯基，其中取代的苯基具有选自C 1 -C 3烷氧基，卤素原子，氰基和羧酸酯基的取代基。 除草组合物的特征在于含有9-（5-异恶唑甲氧基苯基）亚氨基-8-硫杂-1,6-二氮杂双环（4.3.0）壬-7-酮衍生物作为活性成分。

公开(公告)号：KR1020040017892A

公开(公告)日：2004-03-02

申请号：KR1020020049819

申请日：2002-08-22

Applicant: 한국화학연구원

Inventor： 유응걸 ,  전동주 ,  김형래 ,  송종환 ,  박관용 ,  하진열 ,  김진석

IPC: C07D495/04

Abstract: PURPOSE: Provided are derivatives of 9-(5-isoxazolinemethoxyphenyl)imino-8-thia-1.6-diazabicylco£4.3.0|nonane-7-one, represented by the formula(1) and herbicides containing them as active ingredients and having excellent herbicidal activity and selectivity when applied to a rice paddy. CONSTITUTION: Derivatives are represented by the formula(1), wherein R is C1-C6 alkyl, phenyl or substituted phenyl, wherein substituents are 1-3 of halogen atom, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 haloalkyl, cyano, nitro, carboxyl and esters of carboxy acid.

Abstract translation: 目的：提供由式（1）表示的9-（5-异恶唑啉甲氧基苯基）亚氨基-8-硫杂-1,6-二氮杂双环[4.3.0]壬烷-7-酮和含有它们作为活性成分并具有优异的除草剂的衍生物 施用于水稻时的除草活性和选择性。 构成：衍生物由式（1）表示，其中R是C1-C6烷基，苯基或取代的苯基，其中取代基是1-3的卤素原子，C1-C3烷基，C1-C3烷氧基，C1-C3卤代烷基， 氰基，硝基，羧基和羧酸的酯。

公开(公告)号：KR1020030095677A

公开(公告)日：2003-12-24

申请号：KR1020020033207

申请日：2002-06-14

Applicant: 한국화학연구원

Inventor： 유응걸 ,  전동주 ,  김형래 ,  송종환 ,  박관용

IPC: C07D231/54

Abstract: PURPOSE: A process for preparing 3-chloro-2- (4-chloro-2-fluoro-5-hydroxyphenyl)- 4,5,6,7-tetrahydro-2H-indazole is provided, thereby improving its preparation yield and converting by-products of the preparation into starting material. CONSTITUTION: A process for preparing 3-chloro-2- (4-chloro-2-fluoro-5-hydroxyphenyl)- 4,5,6,7-tetrahydro-2H-indazole of the formula 1 comprises the steps of: reacting 2- (2-fluoro-4-chloro-5-hydroxyphenyl)- 2,3a,4,5,6,7- hexahydroindazole-3-one of the formula 2 with phosgene; concentrating the phosgene reaction mixture under reduced pressure; dissolving the concentrate in an organic solvent; adding ammonia water or hydroxide solution to the organic solvent and filtering solids; and distilling the filtrated solution, wherein the organic solvent is ethylacetate; the addition of ammonia water or hydroxide solution is carried out at room temperature; the solids are mainly constituted of a compound of the formula 2, and the by-products of the reaction include a dimer represented by the formula 3a, 3b or 3c.

Abstract translation: 目的：提供3-氯-2-（4-氯-2-氟-5-羟基苯基）-4,5,6,7-四氢-2H-吲唑的制备方法，从而提高其制备产率，并通过 - 制备成原料的产品。 构成：式1的3-氯-2-（4-氯-2-氟-5-羟基苯基）-4,5,6,7-四氢-2H-吲唑的制备方法包括以下步骤：使2 - （2-氟-4-氯-5-羟基苯基）-2,3a，4,5,6,7-六氢吲唑-3-酮与光气; 在减压下浓缩光气反应混合物; 将浓缩物溶解在有机溶剂中; 向有机溶剂中加入氨水或氢氧化物溶液并过滤固体; 并蒸馏过滤的溶液，其中有机溶剂是乙酸乙酯; 在室温下加入氨水或氢氧化钠溶液; 固体主要由式2的化合物构成，反应的副产物包括由式3a，3b或3c表示的二聚体。