KR950025033A - 2-imino-4-thiazolidinone derivatives and preparation method thereof - Google Patents

2-imino-4-thiazolidinone derivatives and preparation method thereof Download PDF

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KR950025033A
KR950025033A KR1019940003380A KR19940003380A KR950025033A KR 950025033 A KR950025033 A KR 950025033A KR 1019940003380 A KR1019940003380 A KR 1019940003380A KR 19940003380 A KR19940003380 A KR 19940003380A KR 950025033 A KR950025033 A KR 950025033A
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group
formula
halogen
imino
compound
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KR1019940003380A
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KR970006246B1 (en
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이정구
김중호
정재규
허정녕
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오재덕
주식회사 한화
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D277/54—Nitrogen and either oxygen or sulfur atoms
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles

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  • 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)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

본 발명은 하기 일반식(I)로 표시되는 신규화합물 2-이미노-4-티아졸리디논 유도체 및 이의 제조방법에 관한 것으로, 상기 화합물은 환경과 인축에 모두 안정한 저독성을 가지면서도 뛰어난 살균력을 갖는다.The present invention relates to a novel compound 2-imino-4-thiazolidinone derivative represented by the following general formula (I) and a method for preparing the compound, which has a low toxicity and excellent sterilizing power, both stable to the environment and to human being .

상기식(I)에서는 R1은 페닐기, 또는 1개 또는 2개의 할로겐 또는 트리플루오로메틸기를 포함하는 페닐기를 나타내고, R2는 수소 또는 탄소수 1∼3개의 알킬기 또는 시클로알킬기를 나타내며, R3는 시아노, 풀푸릴, 치환된 시클로 헥실, 나프틸메틸기 또는 하기식을 나타낸다.In Formula (I), R 1 represents a phenyl group or a phenyl group including one or two halogen or trifluoromethyl groups, R 2 represents hydrogen or an alkyl group having 1 to 3 carbon atoms or a cycloalkyl group, and R 3 is A cyano, fulfuryl, substituted cyclohexyl, naphthylmethyl group or the following formula is shown.

(상기식에서, R4, R5는 독립적으로 수소, 메틸기, 할로겐, 니트로 또는 메톡시카르보닐을 나타내고, n은 0∼2이다.)(In the formula, R 4 , R 5 independently represent hydrogen, methyl group, halogen, nitro or methoxycarbonyl, and n is 0 to 2.)

Description

2-이미노-4-티아졸리디논 유도체 및 이의 제조방법2-imino-4-thiazolidinone derivatives and preparation method thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (6)

하기 구조식(I)로 표시되는 신규화합물 2-이미노-4-티아졸리디논 유도체.Novel compound 2-imino-4-thiazolidinone derivative represented by the following structural formula (I). 상기식(I)에서는 R1은 페닐기, 또는 1개 또는 2개의 할로겐 또는 트리플루오로메틸기를 포함하는 페닐기를 나타내고, R2는 수소 또는 탄소수 1∼3개의 알킬기 또는 시클로알킬기를 나타내며, R3는 시아노, 풀푸릴, 치환된 시클로 헥실, 나프틸메틸기 또는 하기식을 나타낸다.In Formula (I), R 1 represents a phenyl group or a phenyl group including one or two halogen or trifluoromethyl groups, R 2 represents hydrogen or an alkyl group having 1 to 3 carbon atoms or a cycloalkyl group, and R 3 is A cyano, fulfuryl, substituted cyclohexyl, naphthylmethyl group or the following formula is shown. (상기식에서, R4, R5는 독립적으로 수소, 메틸기, 할로겐, 니트로 또는 메톡시카르보닐을 나타내고, n은 0∼2이다.)(In the formula, R 4 , R 5 independently represent hydrogen, methyl group, halogen, nitro or methoxycarbonyl, and n is 0 to 2.) 제1항에 있어서, R1이 페닐기이거나 1개 또는 2개의 할로겐 또는 트리플루오로메틸이 치환된 페닐기이고, R2는 탄소수 1∼3개의 저급알킬기이고, R3는 하기식으로 표시되는 것을 특징으로 하는 2-이미노-4-티아졸리디는 유도체.The compound of claim 1 wherein ROnethis Or a phenyl group substituted with one or two halogens or trifluoromethyl, R2Is a lower alkyl group of 1 to 3 carbon atoms, R32-imino-4-thiazolidi derivatives, characterized in that represented by the following formula. (상기식에서, R4, R5는 독립적으로 수소, 메틸기, 할로겐, 니트로 또는 메톡시카르보닐을 나타내고, n은 0∼2이다.)(In the formula, R 4 , R 5 independently represent hydrogen, methyl group, halogen, nitro or methoxycarbonyl, and n is 0 to 2.) 하기 일반식(II)의 화합물과 하기 일반식(III)의 화합물을 용매중에서 염기존재하에 반응시킴을 특징으로 하는 하기 일반식(I)의 2-이미노-4-티아졸리디논 유도체의 제조방법.A process for preparing the 2-imino-4-thiazolidinone derivative of the general formula (I) below, wherein the compound of the general formula (II) and the compound of the general formula (III) are reacted in the presence of a base in a solvent. . 여기서 R1은 페닐기, 또는 1개 또는 2개의 할로겐 또는 트리플루오로메틸기를 포함하는 페닐기, X는 할로겐기, Y는 탄소수 1∼4개의 저급 알콕시 또는 할로겐 원자를 나타내고, R2는 수소 또는 탄소수 1∼3개의 알킬기 또는 시클로알킬기를 나타내며, R3는 시아노, 풀푸릴, 치환된 시클로 헥실, 나프틸메틸기 또는 하기식을 나타낸다.Wherein R 1 represents a phenyl group or a phenyl group comprising one or two halogen or trifluoromethyl groups, X represents a halogen group, Y represents a lower alkoxy or halogen atom of 1 to 4 carbon atoms, and R 2 represents hydrogen or 1 carbon atom Or-3 alkyl groups or cycloalkyl groups, and R 3 represents cyano, fufuryl, substituted cyclohexyl, naphthylmethyl group or the following formula. (상기식에서, R4, R5는 독립적으로 수소, 메틸기, 할로겐, 니트로 또는 메톡시카르보닐을 나타내고, n은 0∼2이다.)(In the formula, R 4 , R 5 independently represent hydrogen, methyl group, halogen, nitro or methoxycarbonyl, and n is 0 to 2.) 제3항에 있어서, 상기 반응이 -10℃∼150℃ 사이의 온도범위내에서 반응됨을 특징으로 하는 2-이미노-4-티아졸리디논 유도체의 제조방법.The method for preparing 2-imino-4-thiazolidinone derivatives according to claim 3, wherein the reaction is performed within a temperature range of -10 ° C to 150 ° C. 제3 또는 제4항에 있어서, 상기 반응이 Y가 할로겐 원자일때는 10℃∼50℃에서, Y가 알콕시기 일때는 50℃∼110℃에서 반응됨을 특징으로 하는 2-이미노-4-티아졸리디논 유도체의 제조방법.The 2-imino-4-thiae according to claim 3 or 4, wherein the reaction is carried out at 10 ° C to 50 ° C when Y is a halogen atom and at 50 ° C to 110 ° C when Y is an alkoxy group. Method for preparing zolidinones derivatives. 제1항에 따른 2-이미노-4-티아졸리디논 유도체 중에서 선택된 1종 이상의 화합물이 함유된 살균제.A bactericide containing at least one compound selected from the 2-imino-4-thiazolidinone derivatives according to claim 1. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940003380A 1994-02-24 1994-02-24 2-imino-4-thiazolidinone derivatives and process for preparing thereof KR970006246B1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100383250B1 (en) * 1995-12-30 2003-07-22 에스케이케미칼주식회사 Method for manufacturing n-(2-aminoethyl)-2-(3-pyridyl)-thiazolidin-4-one

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100383250B1 (en) * 1995-12-30 2003-07-22 에스케이케미칼주식회사 Method for manufacturing n-(2-aminoethyl)-2-(3-pyridyl)-thiazolidin-4-one

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