KR840000566A - 2-하이단토인의 제조 및 이를 이용한 제초제의 제조방법 - Google Patents
2-하이단토인의 제조 및 이를 이용한 제초제의 제조방법 Download PDFInfo
- Publication number
- KR840000566A KR840000566A KR1019820002599A KR820002599A KR840000566A KR 840000566 A KR840000566 A KR 840000566A KR 1019820002599 A KR1019820002599 A KR 1019820002599A KR 820002599 A KR820002599 A KR 820002599A KR 840000566 A KR840000566 A KR 840000566A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- hydantoin
- atom
- structural formula
- temperature
- Prior art date
Links
- 229940091173 hydantoin Drugs 0.000 title claims 5
- 230000002363 herbicidal effect Effects 0.000 title claims 2
- 239000004009 herbicide Substances 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title 2
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims 3
- 239000012442 inert solvent Substances 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- -1 alkali metal alkoxide Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 claims 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 150000001340 alkali metals Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 150000002366 halogen compounds Chemical class 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 150000004965 peroxy acids Chemical class 0.000 claims 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims 1
- 238000006798 ring closing metathesis reaction Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
- C07C205/26—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups and being further substituted by halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/39—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
- C07C205/42—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/43—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/12—1,4-Thiazines; Hydrogenated 1,4-thiazines not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (26)
- 화합물의 구조식
-
- 으로 표시되고 여기에서, X는 염소원자나 혹은 브롬원자이고, Y는 -CH2-, -S-가 -SO2-이고, R는 C1-C4알킬그룹이나 알릴그룹 혹은 프로파길그룹으로 된 하이단토인의 제조방법.
- (1) 구조식
-
- 으로서, X와 Y은 각기 상기와 같은 그룹으로 된 페닐이소시아네이트에 구조식
-
- 으로 되어, R1가 알카리 금속 원자나 알킬그룹이고, Y는 상기와 같은 그룹으로 된 아진을 실온에서 비점까지의 온도로서 불활성 용매 내에서 반응시켜 구조식
-
- 으로, X, Y, R 및 R1이 상기와 같은 그룹으로 된 요소를 생성한 다음 환폐쇄를 위하여 무기산이나 혹은 알카리금속 알콕사이드로 처리하여 구조식
-
- 의 하이단토인을 제조하는 공정과,
- (2) 구조식
-
- 으로 X와 Y가 상기와 같은 수산화페닐 하이단토인에 구조식,
- R-Z
- 로서, Z는 염소원자, 브롬원자 혹은 옥소원자이고, R은 상기한 바와 같은 할로겐 화합물을 0℃ 내지 100℃의 온도로 염기가 존재하는 불활성 용매 내에서 반응시켜서 구조식
-
- 인 하이단토인을 제조하는 공정.
- 구조식
-
- 으로서 X는 염소원자나 브롬원자이고, R은 C1-C4알킬그룹, 알릴그룹 혹은 프로파길그룹인 화합물을 -30℃ 내지 30℃의 온도로 불활성 용매 내에서 과산(peracid)으로 산화시락서 구조식
-
- 인 화합물을 제조하는 공정.
- 청구의 범위 제 1 항에서 제조된 하이단토인의 제조효능을 갖는 량에 활성성분과 불활성 체전체를 포함시켜서 제초제를 제조하는 방법.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP93315 | 1981-06-16 | ||
JP9331581A JPS57209290A (en) | 1981-06-16 | 1981-06-16 | Substituted phenylhydantoin derivative, its preparation, and herbicide containing said derivative as active component |
JP19603581A JPS5899478A (ja) | 1981-12-04 | 1981-12-04 | 置換フエニルヒダントイン誘導体、その製造法およびそれを有効成分として含有する除草剤 |
JP196035 | 1981-12-04 | ||
JP56196036A JPS5899488A (ja) | 1981-12-04 | 1981-12-04 | 置換フェニルヒダントイン誘導体およびそれを有効成分とする除草剤 |
JP196036 | 1981-12-04 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR840000566A true KR840000566A (ko) | 1984-02-25 |
KR880001717B1 KR880001717B1 (ko) | 1988-09-08 |
Family
ID=27307264
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR8202599A KR880001717B1 (ko) | 1981-06-16 | 1982-06-10 | 2-치환페닐 하이단토인유도체의 제조방법 |
Country Status (12)
Country | Link |
---|---|
US (1) | US4437877A (ko) |
EP (1) | EP0070389B1 (ko) |
KR (1) | KR880001717B1 (ko) |
BG (1) | BG41813A3 (ko) |
BR (1) | BR8203520A (ko) |
CA (1) | CA1219263A (ko) |
CS (1) | CS228935B2 (ko) |
DE (1) | DE3266666D1 (ko) |
DK (3) | DK156573C (ko) |
ES (1) | ES513122A0 (ko) |
HU (1) | HU189592B (ko) |
PL (2) | PL133790B1 (ko) |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59148785A (ja) * | 1983-02-15 | 1984-08-25 | Sumitomo Chem Co Ltd | ピリドトリアゾリウム誘導体、その製造法およびそれを有効成分とする除草剤 |
US4957535A (en) * | 1985-07-24 | 1990-09-18 | Ciba-Geigy Corporation | Novel annularly-linked triazole compounds |
DE3604645A1 (de) * | 1985-10-26 | 1987-04-30 | Hoechst Ag | Herbizide mittel, die heterocyclische 1-arylcarbamoyl-2-carbonsaeure-derivate enthalten, sowie neue heterocyclische 1-arylcarbamoyl-2-carbonsaeure-derivate und deren verwendung als herbizide |
EP0230874B1 (en) * | 1986-01-06 | 1991-11-27 | Sumitomo Chemical Company, Limited | Benzothiazolylazolidines, and their production and use |
DE3601048A1 (de) * | 1986-01-16 | 1987-07-23 | Hoechst Ag | 1,2-disubstituierte piperidine, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz |
DE3604042A1 (de) * | 1986-02-08 | 1987-08-13 | Hoechst Ag | Imidazolidin(thi)on-derivate, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz |
US4948418A (en) * | 1986-12-10 | 1990-08-14 | E. I. Du Pont De Nemours And Company | 2,3-dihydrobenzo[b]thiophenes |
US4881967A (en) * | 1986-12-10 | 1989-11-21 | E. I. Du Pont De Nemours And Company | Heterocyclic 2,3-dihydrobenzofuran herbicides |
DD270532A5 (de) * | 1986-12-10 | 1989-08-02 | �����@��������������@��������@������������@�K@�Kk�� | Verfahren zur herstellung von n-heterocyclisch substituierten benzofuranen und benzopyranen und diese verbindungen enthaltende herbizide zusammensetzung |
US5053071A (en) * | 1986-12-10 | 1991-10-01 | E. I. Du Pont De Nemours And Company | Chromane herbicides |
JPH07107061B2 (ja) * | 1986-12-11 | 1995-11-15 | 住友化学工業株式会社 | ベンゾチアゾロリルトリアゾールオキシド誘導体およびそれを有効成分とする除草剤 |
DE3643748A1 (de) * | 1986-12-20 | 1988-06-30 | Hoechst Ag | Bicylische imide, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz |
DE3827221A1 (de) * | 1988-08-11 | 1990-02-15 | Bayer Ag | Substituierte n-phenyl-stickstoff- bzw. stickstoff-schwefel-heterocyclen, verfahren sowie entsprechende heterocyclische phenolderivate, phenyliso(thio)cyanate und -carbamate als zwischenprodukte zu ihrer herstellung, ihre verwendung in herbiziden und pflanzenwuchsregulierenden mitteln |
JP2860367B2 (ja) * | 1989-03-02 | 1999-02-24 | アグロ カネショウ株式会社 | 複素環化合物、その製造法及びそれを有効成分として含有する除草剤 |
GB9016476D0 (en) * | 1990-07-27 | 1990-09-12 | Sandoz Ltd | Improvements in or relating to organic compounds |
HUT62296A (en) * | 1990-12-18 | 1993-04-28 | Sandoz Ag | Herbicidal composition comprising hydantoin derivative as active ingredient and process for producing the active ingredient |
GB9110693D0 (en) * | 1991-05-17 | 1991-07-10 | Sandoz Ltd | Improvements in or relating to organic compounds |
BR9407573A (pt) * | 1993-09-03 | 1996-07-16 | Du Pont | Compostos processos para as suas preparaçoes composiçao e método de controle de vegetaçao indesejada |
GB9412603D0 (en) * | 1994-06-23 | 1994-08-10 | Sandoz Ltd | Organic compounds |
US5859235A (en) * | 1994-07-11 | 1999-01-12 | Abbott Laboratories | Dipteran-active uracil derivative |
CN1175255A (zh) * | 1994-12-27 | 1998-03-04 | 财团法人相模中央化学研究院 | 乙内酰脲衍生物、它们的制备方法和含有这些衍生物作为活性组分的除草剂 |
US6500948B1 (en) * | 1995-12-08 | 2002-12-31 | Agouron Pharmaceuticals, Inc. | Metalloproteinase inhibitors-compositions, uses preparation and intermediates thereof |
AU3106997A (en) * | 1996-06-14 | 1998-01-07 | Kaken Pharmaceutical Co., Ltd. | Bicyclic hydantoin derivatives, intermediates for the preparation thereof, process for the preparation of them, and herbicides containing the same as active ingredient |
DE60026568D1 (de) | 1999-12-21 | 2006-05-04 | Mgi Gp Inc | Hydantoin derivate, pharmazeutische zusammensetzungen und verfahren zu ihrer verwendung |
UA89941C2 (ru) | 2002-10-30 | 2010-03-25 | Басф Акциенгезелльшафт | Фенилизо(тио)цианаты и промежуточные соенинения, способы их получения |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3958976A (en) | 1975-02-03 | 1976-05-25 | E. I. Du Pont De Nemours And Company | 2-Aryl-5,6,7,8-tetrahydroimidazo[1,5a]-pyridine-1,3(2H,8aH)-diones as herbicides |
CA1076114A (en) | 1975-02-10 | 1980-04-22 | Mitsubishi Chemical Industries Limited | 1,5-alkylene-3-aryl hydantoin derivatives |
US4179276A (en) | 1977-02-01 | 1979-12-18 | E. I. Du Pont De Nemours And Company | Novel imidazothiazine-1,3 (2H)-diones |
-
1982
- 1982-06-09 DK DK258482A patent/DK156573C/da active
- 1982-06-10 US US06/387,275 patent/US4437877A/en not_active Expired - Lifetime
- 1982-06-10 KR KR8202599A patent/KR880001717B1/ko active
- 1982-06-14 CS CS824399A patent/CS228935B2/cs unknown
- 1982-06-14 CA CA000405120A patent/CA1219263A/en not_active Expired
- 1982-06-15 HU HU821930A patent/HU189592B/hu not_active IP Right Cessation
- 1982-06-15 DE DE8282105237T patent/DE3266666D1/de not_active Expired
- 1982-06-15 ES ES513122A patent/ES513122A0/es active Granted
- 1982-06-15 EP EP82105237A patent/EP0070389B1/en not_active Expired
- 1982-06-16 BG BG8257030A patent/BG41813A3/xx unknown
- 1982-06-16 PL PL1982236946A patent/PL133790B1/pl unknown
- 1982-06-16 BR BR8203520A patent/BR8203520A/pt not_active IP Right Cessation
- 1982-06-16 PL PL1982241885A patent/PL139488B1/pl unknown
-
1988
- 1988-05-16 DK DK266988A patent/DK156479C/da active
- 1988-05-16 DK DK267088A patent/DK156475C/da active
Also Published As
Publication number | Publication date |
---|---|
BR8203520A (pt) | 1983-06-07 |
BG41813A3 (en) | 1987-08-14 |
DK266988D0 (da) | 1988-05-16 |
CS228935B2 (en) | 1984-05-14 |
ES8307804A1 (es) | 1983-08-01 |
DK258482A (da) | 1982-12-17 |
PL241885A1 (en) | 1984-04-24 |
DK156475B (da) | 1989-08-28 |
DK156479B (da) | 1989-08-28 |
HU189592B (en) | 1986-07-28 |
DK267088D0 (da) | 1988-05-16 |
PL133790B1 (en) | 1985-06-29 |
DK156573B (da) | 1989-09-11 |
CA1219263A (en) | 1987-03-17 |
DK156475C (da) | 1990-01-22 |
PL236946A1 (en) | 1983-10-24 |
EP0070389B1 (en) | 1985-10-02 |
EP0070389A3 (en) | 1983-03-30 |
DE3266666D1 (en) | 1985-11-07 |
DK266988A (da) | 1988-05-16 |
DK267088A (da) | 1988-05-16 |
EP0070389A2 (en) | 1983-01-26 |
US4437877A (en) | 1984-03-20 |
DK156573C (da) | 1990-01-29 |
DK156479C (da) | 1990-01-22 |
PL139488B1 (en) | 1987-01-31 |
ES513122A0 (es) | 1983-08-01 |
KR880001717B1 (ko) | 1988-09-08 |
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