KR840007403A - 3,4-디(메틸아미노)-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온의 제조방법 - Google Patents
3,4-디(메틸아미노)-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온의 제조방법 Download PDFInfo
- Publication number
- KR840007403A KR840007403A KR1019840000067A KR840000067A KR840007403A KR 840007403 A KR840007403 A KR 840007403A KR 1019840000067 A KR1019840000067 A KR 1019840000067A KR 840000067 A KR840000067 A KR 840000067A KR 840007403 A KR840007403 A KR 840007403A
- Authority
- KR
- South Korea
- Prior art keywords
- dihydro
- butyl
- triazine
- halide
- amino
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 13
- TZHJIUXYXFVNDP-UHFFFAOYSA-N 6-tert-butyl-3,4-bis(methylamino)-1,2,4-triazin-5-one Chemical compound CNC1=NN=C(C(C)(C)C)C(=O)N1NC TZHJIUXYXFVNDP-UHFFFAOYSA-N 0.000 title claims 2
- -1 methyl halide Chemical class 0.000 claims 8
- 239000003444 phase transfer catalyst Substances 0.000 claims 8
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims 4
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 claims 3
- 150000004820 halides Chemical class 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 claims 3
- KXEFTYSEZKBQIA-UHFFFAOYSA-N 4-amino-6-tert-butyl-3-(methylamino)-1,2,4-triazin-5-one Chemical compound CNC1=NN=C(C(C)(C)C)C(=O)N1N KXEFTYSEZKBQIA-UHFFFAOYSA-N 0.000 claims 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 2
- 239000000908 ammonium hydroxide Substances 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 150000004714 phosphonium salts Chemical class 0.000 claims 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 2
- 125000005207 tetraalkylammonium group Chemical group 0.000 claims 2
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 claims 2
- 230000007704 transition Effects 0.000 claims 2
- OLVYFVADKNKYCD-UHFFFAOYSA-N 3-amino-6-tert-butyl-2h-1,2,4-triazin-5-one Chemical compound CC(C)(C)C1=NNC(N)=NC1=O OLVYFVADKNKYCD-UHFFFAOYSA-N 0.000 claims 1
- LAPCILULUYUDAC-UHFFFAOYSA-N 4-amino-6-tert-butyl-3-(dimethylamino)-1,2,4-triazin-5-one Chemical compound CN(C)C1=NN=C(C(C)(C)C)C(=O)N1N LAPCILULUYUDAC-UHFFFAOYSA-N 0.000 claims 1
- JBFWXRSTOLHNFZ-UHFFFAOYSA-N 6-tert-butyl-4-(methylamino)-3-methylsulfanyl-1,2,4-triazin-5-one Chemical compound CNN1C(SC)=NN=C(C(C)(C)C)C1=O JBFWXRSTOLHNFZ-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
- C07D253/06—1,2,4-Triazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
- C07D253/06—1,2,4-Triazines
- C07D253/065—1,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members
- C07D253/07—1,2,4-Triazines having 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
- C07D253/075—Two hetero atoms, in positions 3 and 5
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Luminescent Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- 3-메틸티오-4-메틸이미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과 메틸아민을 반응시켜서 3,4-디(메틸아미노)-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온을 제조하는 방법.
- 제1항에 있어서, 3-메틸티오-4-아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과할로겐화메틸 또는 디메틸설페이트와 반응시켜서 제조한 3-메틸티오-4-메틸아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온을 메틴아민과 반응시키는 제조방법.
- 제1항에 있어서 3-메틸아미노-4-아미노-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과 할로겐화메틸 또는 디메틸설페이트를 반응시켜 3,4-(서디메틸아미노)-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온을 제조하는 방법.
- 제1항에 있어서, 반응이 100-200℃의 온도에서 수행되는 방법.
- 제4항에 있어서, 3-메틸아미노-4-아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과 할로겐화메틸을 상전이 촉매의 존재하에 반응시키는 제조방법.
- 제5항에 있어서, 3-메틸아미노-4-아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과겐화메틸과 유기용매, 강염기 및 상전이촉매의 존재하에 반응시키는 방법.
- 제5항에 있어서, 사용된 상전이 촉매가 사차암모늄염 또는 수산화암모늄 또는 포스포늄염인 방법.
- 제7항에 있어서, 상전이촉매가 벤질트리알킬암모늄수산화물, 벤질트리알킬암모늄 비설페이트, 벤질트리알킬암모늄 할로겐화물, 테트라알킬암모늄 수산화물, 테트라알킬암모늄 비설페이트 및 테트라알킬암모늄할로겐화물에서 선택되는 방법.
- 제8항에 있어서, 사용된 상전이촉매가 테트라알킬암모늄할로겐화물인 방법.
- 3-메틸티오-4-아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과 할로겐화메틸 또는 디메틸설페이트를 반응시켜서 3-메틸-4-메틸아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온을 제조하는 방법.
- 제10항에 있어서, 3-메틸티오-4-아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과 할로겐화메틸을 상전이촉매의 존재하에 반응시키는 방법.
- 제11항에 있어서, 3-메틸티오-4-아미노-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온과 할로겐화메틸을 유기용매, 강염기 및 상전이촉매의 존재하에 반응시키는 방법.
- 제11항에 있어서, 사용된 상전이촉매가 사차암모늄염 또는 수산화암모늄 또는 포스포늄염인 방법.
- 제13항에 있어서, 사용되는 상전이촉매가 벤질트리알킬암모늄 수산화물, 벤질트리알킬암모늄, 비설페이트, 벤질트리알킬암모늄할로겐화물, 테트라알킬암모늄수산화물, 테트라알킬암모늄 비설페이트 및 테트라알킬암노늄 할로겐화물에서 선택되는 방법.
- 제14항에 있어서, 사용되는 상전이촉매가 테트라알킬암모늄할로겐화물인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH15083 | 1983-01-12 | ||
CH150/83-1 | 1983-01-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR840007403A true KR840007403A (ko) | 1984-12-07 |
Family
ID=4180388
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840000067A KR840007403A (ko) | 1983-01-12 | 1984-01-10 | 3,4-디(메틸아미노)-6-t-부틸-4,5-디히드로-1,2,4-트리아진-5-온의 제조방법 |
Country Status (20)
Country | Link |
---|---|
US (1) | US4547216A (ko) |
EP (1) | EP0114783B1 (ko) |
JP (1) | JPS59134783A (ko) |
KR (1) | KR840007403A (ko) |
AT (1) | ATE26574T1 (ko) |
AU (1) | AU2321484A (ko) |
BR (1) | BR8400127A (ko) |
CA (1) | CA1229605A (ko) |
CS (1) | CS244438B2 (ko) |
CU (1) | CU21591A3 (ko) |
DE (1) | DE3463141D1 (ko) |
DO (1) | DOP1984004203A (ko) |
ES (1) | ES8605764A1 (ko) |
GB (1) | GB2133011B (ko) |
GR (1) | GR81960B (ko) |
IL (1) | IL70649A (ko) |
MY (1) | MY8700703A (ko) |
PH (1) | PH21827A (ko) |
ZA (1) | ZA84220B (ko) |
ZW (1) | ZW384A1 (ko) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0150677B1 (de) * | 1984-01-11 | 1989-01-18 | Ciba-Geigy Ag | Herbizide und insektizide Triazinone |
US4849606A (en) * | 1987-12-23 | 1989-07-18 | S. C. Johnson & Son, Inc. | Tamper-resistant container utilizing a flexible seal |
US5258767A (en) * | 1989-03-14 | 1993-11-02 | Kokusai Denshin Denwa Co., Ltd. | Antenna system for shaped beam |
US4904762A (en) * | 1989-08-21 | 1990-02-27 | Xerox Corporation | Toner compositions with charge enhancing additives |
US5932578A (en) | 1996-03-28 | 1999-08-03 | Alteon Inc. | Triazine compounds and methods of use therefor |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH495110A (de) * | 1966-04-16 | 1970-08-31 | Bayer Ag | Herbizides Mittel |
US4346220A (en) * | 1966-11-28 | 1982-08-24 | E. I. Du Pont De Nemours And Company | 1,2,4-Triazin-5-ones |
US3905801A (en) * | 1966-11-28 | 1975-09-16 | Du Pont | Substituted 1,2,4-triazine-5-ones as herbicides |
DE2165554A1 (de) * | 1971-12-30 | 1973-07-05 | Bayer Ag | Verfahren zur herstellung von 1,2,4triazin-5-on-derivaten |
FR2482421B1 (fr) * | 1980-05-19 | 1985-08-02 | Slovenska Akademia Vied | Agent permettant d'augmenter la recolte de produits agricoles |
US4435568A (en) * | 1982-07-22 | 1984-03-06 | E. I. Du Pont De Nemours And Company | Thiol methylation process-reaction, recycle and regeneration of methyl bromide |
-
1984
- 1984-01-06 EP EP84810009A patent/EP0114783B1/de not_active Expired
- 1984-01-06 US US06/568,869 patent/US4547216A/en not_active Expired - Fee Related
- 1984-01-06 GB GB08400250A patent/GB2133011B/en not_active Expired
- 1984-01-06 DE DE8484810009T patent/DE3463141D1/de not_active Expired
- 1984-01-06 AT AT84810009T patent/ATE26574T1/de active
- 1984-01-09 CS CS84179A patent/CS244438B2/cs unknown
- 1984-01-10 GR GR73479A patent/GR81960B/el unknown
- 1984-01-10 ZW ZW3/84A patent/ZW384A1/xx unknown
- 1984-01-10 IL IL70649A patent/IL70649A/xx not_active IP Right Cessation
- 1984-01-10 CA CA000445017A patent/CA1229605A/en not_active Expired
- 1984-01-10 KR KR1019840000067A patent/KR840007403A/ko not_active Application Discontinuation
- 1984-01-11 ES ES528792A patent/ES8605764A1/es not_active Expired
- 1984-01-11 BR BR8400127A patent/BR8400127A/pt unknown
- 1984-01-11 ZA ZA84220A patent/ZA84220B/xx unknown
- 1984-01-11 DO DO1984004203A patent/DOP1984004203A/es unknown
- 1984-01-11 AU AU23214/84A patent/AU2321484A/en not_active Abandoned
- 1984-01-12 JP JP59004214A patent/JPS59134783A/ja active Granted
- 1984-01-12 CU CU8315083-1A patent/CU21591A3/es unknown
-
1987
- 1987-12-30 MY MY703/87A patent/MY8700703A/xx unknown
-
1988
- 1988-03-16 PH PH30093A patent/PH21827A/en unknown
Also Published As
Publication number | Publication date |
---|---|
GR81960B (ko) | 1984-12-12 |
EP0114783A1 (de) | 1984-08-01 |
GB2133011B (en) | 1986-07-16 |
JPS6221349B2 (ko) | 1987-05-12 |
EP0114783B1 (de) | 1987-04-15 |
JPS59134783A (ja) | 1984-08-02 |
ZA84220B (en) | 1984-09-26 |
ES8605764A1 (es) | 1986-04-01 |
AU2321484A (en) | 1984-07-19 |
DOP1984004203A (es) | 1989-02-17 |
CS244438B2 (en) | 1986-07-17 |
IL70649A0 (en) | 1984-04-30 |
US4547216A (en) | 1985-10-15 |
PH21827A (en) | 1988-03-16 |
ATE26574T1 (de) | 1987-05-15 |
IL70649A (en) | 1987-03-31 |
CU21591A3 (en) | 1987-07-22 |
CA1229605A (en) | 1987-11-24 |
ES528792A0 (es) | 1986-04-01 |
DE3463141D1 (en) | 1987-05-21 |
ZW384A1 (en) | 1984-08-08 |
BR8400127A (pt) | 1984-08-21 |
MY8700703A (en) | 1987-12-31 |
GB8400250D0 (en) | 1984-02-08 |
GB2133011A (en) | 1984-07-18 |
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