KR830006233A - N-페닐설포닐-n'-피리미디닐-과-트리아지닐우레아의 제조방법 - Google Patents

N-페닐설포닐-n'-피리미디닐-과-트리아지닐우레아의 제조방법 Download PDF

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KR830006233A
KR830006233A KR1019810002603A KR810002603A KR830006233A KR 830006233 A KR830006233 A KR 830006233A KR 1019810002603 A KR1019810002603 A KR 1019810002603A KR 810002603 A KR810002603 A KR 810002603A KR 830006233 A KR830006233 A KR 830006233A
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마이어 윌리
베르너푀리
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아놀드 자일러
시바-가이기 에이지
에른스트 알데르
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    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
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    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom

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Abstract

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Description

N-페닐설포닐-N'-피리미디닐-과-트리아지닐우레아의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (66)

  1. (a) 다음 구조식(Ⅱ)의 페닐설폰아마이드를 N-피리미디닐 또는 구조식(Ⅲ)의 N-트리아지닐카르바메이트와 반응시키거나 또는
    (b) 페닐설포닐이소시안에이트 또는 다음구조식(Ⅳ)의 페닐설포닐이소티오시안에이트를 여기존재하에서 다음 구조식 (Ⅴ)이 아민과 반응시키거나 또는
    (c) 다음 구조식(Ⅱ)의 설폰아미이드를 임의로 염기존재하에서 이소시안에이트 또는 다음 구조식(Ⅵ)의 이소티오시안에이트와 반응시키거나 또는
    (d) 다음 구조식9Ⅵ)의 N- 페닐설포닐카르바메이트를 다음 구조식(Ⅴ)의 아민과 반응시키고 만약 원한다면 언급한 화합물을 구조식(Ⅰ)의 설포닐우레아와 아민, 알카리금속 하이드록사이드 또는 알카리토류금속하이드록사이드 또는 4급암모늄염기와 반응시켜 이들의 염으로 전환시켜 N-페닐설포닐-N'-피리미디닐-또는 다음 구조식(Ⅰ)의 -트리아지닐-우레아 이들의 염을 제조하는 방법.
    상기 구조식에서
    A는 할로겐, C1-C4알콕시, C1-C4알킬티오, C1-C4알킬설피닐, C1-C4알킬설포닐, C1-C4할로알콕시, C1-C4할로알킬티오, C1-C4할로알킬설피닐에 의해 치횐된 C1-C4알킬기 또는 C1-C4할로알킬설포닐 또는 상기 치환체에 의해 치환되고 않거나 또는 차환된 C2-C6알켄일기
    E는 메틸그룹 또는 질소.
    X는 산소, 황, 설피닐 또는 설폰일가교,
    Z는 산소 또는 황,
    m은 1 또는 2,
    R1은 수소, 할로겐, C1-C5알킬, C2-C5알켄일 또는 -Y-R5,
    R2은 수소, 할로겐, C1-C5알킬, C2-C5알켄일 또는 -Y-R5, -COOR6, NO2, 또는 -CONR7R8,
    R3와 R4은 각기서로 독립적으로, 수소, C1-C4알킬, C1-C4알킬티오, C1-C4할로알킬, 할로겐 또는 4탄소원자에서으 알콕시알킬,
    R5와 R4은 각기서로 독립적으로, 수소, C1-C4알킬, C1-C4알켄일 또는 C2-C6알킨일,
    R7와 R8은 각기서로 독립적으로, 수소, C1-C4알킬, C1-C4알켄일 또는 C2-C6알킨일이고,
    Y는 산소, 황, 설피닐 또는 설폰일가교이다.
  2. A가 C1-C4알콕시, C1-C4알킬티오, C1-C4알킬설피닐, C1-C4알킬설포일, C1-C4할로알콕시, C1-C4할로알킬티오, C1-C4할로알킬설피닐에 의해 치환된 C1-C6알킬기 또는 C1-C4할로알킬설폰일, 상기 치환체에 의해 치횐되지 않거나 또는 치환된 C2-C6할로알켄일기인 청구범위 1에 따른 공정.
  3. A가 C1-C4할로알킬기인 청구범위 1에 따른 공정.
  4. Z가 산소인 청구범위 2에 따른 공정.
  5. R3와 R4가 함께 4탄소원자이상을 포함하지 않는 청구범위 2에 따른 공정.
  6. Z가 산소이고 m가 1인 청구범위 2에 따른 공정.
  7. Z가 산소이고 m가 2인 청구범위 2에 따른 공정.
  8. 기-X-A가 2-또는 3-위치에서 설포닐그룹인 청구범위 6에 따른 공정.
  9. 기-X-A가 2-위치인 청구범위 8에 따른 공정.
  10. 두기-X-A가 2-와 5-위치에서 설포닐그룹인 청구범위 7에 따른 공정.
  11. 오직 하나시-X-A가 2-위치에서 설포닐기이고 R3와 R4가 함께 4탄소원자 이상을 포함하지 않는 청구범위 4에 따른 공정.
  12. 두기-X-A가 2-와 5-위치에서 설포닐이고 R3와 R4가 함께 4탄소원자 이상을 포함하지 않는 청구범위 4에 따른 공정.
  13. R1이 수소이고 R2가 5- 또는 6-위치에서 설포닐그룹인 청구범위 11에 따른 공정.
  14. R2가 수소, 할로겐, C1-C4알콕시 니트로 또는 -COOR6인 청구범위 13에 따른 공정.
  15. R2가 수소, 불소, 니트로 또는 C1-C4알콕시 R3와 R4가 함께 4탄소원자를 포함하는 청구범위 14에 따른 공정.
  16. R2가 수소, R3와 R4가 각기 C1-C4알킬, C1-C4알콕시, 메틸티오, 할로겐 또는 알콕시알킬인 청구범위 15에 따른 공정,
  17. X가 산소 또는 황인 청구범위 16에 따른 공정.
  18. A가 C2-C8알콕시알킬, C2-C4할로알켄일 또는 C2-C6알켄일인 청구범위 17에 따른 공정.
  19. A가 C2-C8알콕시알킬이고 R3와 R4가 각기 메틸, 에틸, 염소 또는 메톡시인 청구범위 18에 따른 공정.
  20. A가 C2-C8알켄일이고 R3와 R4가 각기 메틸, 에틸, 염소 도는 메톡시인 청구범위 18에 따른 공정.
  21. A가 1 내지 3할로겐원자에 의해 치환된 비닐이고 R3와 R4가 각기 메틸, 에틸염소 또는 메톡시인 청구범위 18에 따른 공정.
  22. Z가 황, X가 산소 또는 황, R3와 R4가 각기 독립적으로 함께 탄소원자를 4를 포함하는 C1-C8알킬, C2-C8알콕시 또는 C2-C8알킬티오이고 A가 -CH2-CH=CH2, -CH2-CH=CH-CH3, -CH2-CH(CH3)=CH2, 메톡시에틸, 메톡시메틸 또는 -CCI=CHCI, 이고 기-X-A가 2위치이고 m가 1인 청구범위 2에 따른 공정.
  23. 청구범위 2에 따른 N-(2-알릴옥시페닐설포닐)-N'-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-우레아의 제조방법.
  24. 하나의 치환체-X-A가 페닐핵의 2- 또는 3-위치인 청구범위 3에 따른 공정.
  25. 오직 하나의 치환체 -X-A가 페닐링의 2-위치에서 존재하는 청구범위 3에 따른 공정.
  26. R3와 R4가 각기 독립적으로 두 탄소원자를 포함하는 청구범위 3에 따른 공정.
  27. R1과 R2가 수소인 청구범위 3에 따른 공정.
  28. 오직 하나 치환체 -X-A를 포함하며, 언급한 치환체는 2위치에 페닐링, R3와 R4가 각기 독립적으로, 2탄소원자를 포함하고 R1과 R2는 수소인 청구범위 3에 따른 공정.
  29. R1과 R2는 수소, X와 Z는 산소, Z는 질소, R3는 메톡시, R4는 메틸 또는 메톡시이고 A는 디플루오로메틸이고 기-X-A는 페닐핵의 2위치인 반면 X는 R3가 메틸일때 황일 수 있는 청구범위 3에 따른 공정.
  30. 청구범위 3에 따른 N-(2-디플루오로메톡시페닐설포닐)-N'-(4,6-디메톡시-1,3,5-트리아진-2-일)우레아의 제조방법.
  31. 청구범위 3에 따른 N-(2-디플루오로메톡시페닐설포닐)-N'-(4-메틸-1,3,5-트리아진-2-일)우레아의 제조방법.
  32. 청구범위 3에 따른 N-(2-디플루오로메톡시페닐설포닐)-N'-(4-메틸-1,3,5-트리아진-2-일)우레아의 제조방법.
  33. 청구범위에 따른 N-2-(1,1,2,3-테트라플루오로에폭시)-페닐설포닐-N'--(4-메틸-6-메톡시-1,3,5-트리아진-2-일)우레아의 제조방법.
  34. 청구범위 3에 따른 N-(2-트리플루오로메톡시페닐설포닐)-N'-(4-메틸-6-메톡시-1,3,5-트리아진-2-일)우레아의 제조방법.
  35. 청구범위 3에 따른 N-(2-트리플루오로메톡시페닐설포닐)-N'-(4-메틸-6-메톡시-피리미딘-2-일)우레아의 제조방법.
  36. 청구범위 3에 따른 N-(2-디플루오로메톡시-5-플루오로페닐설포닐)-N'-(4-메틸-6-메톡시-1,3,5-트리아진-2-일)우레아의 제조방법.
  37. 청구범위 3에 따른 N-(2-디플루오로메톡시-5-플루오로페닐설포닐)-N'-(4-메틸-6-메톡시-1,3,5-트리아진-2-일)우레아의 제조방법.
  38. m이 2인 조건으로 A가 C1-C8할로알킬이며 동시에 A가 -CHF2, -CH2, -CH3, CF2-CHF2, -CF2-CHFCI, -CF2-CHFR 또는 -CF2-CHF-CF3;R3가 OCH3, 또는 가 ; R4가 OCH3, -CH3, -OC2H5, -CH2OCH3,또는 -CH2CH2-OCH3이고, 페닐핵이 2-3-5- 또는 6위치에서 F,CI,Br 또는 -CH3로 구성되는 그룹으로부터 선택된 다른 치환체에 이해 설포닐그룹으로 치환되거나 또는 치환되지 않는 것이 청구범위 3에 따른 공정.
  39. Z가 산소인 청구범위 38에 따른 공정.
  40. R3와 R4가 탄소원자 4이하를 포함하는 처구범위 38에 따른 공정.
  41. Z가 산소이고 m가 1인 청구범위 38에 따른 공정.
  42. Z가 산소이고 m가 2인 청구범위 38에 따른 공정.
  43. 기-X-A가 2-또는 3-위치에서 설포닐그룹인 청구범위 41에 따른 공정.
  44. 기-X-A가 2-또는 3-위치인 청구범위 43에 따른 공정,
  45. 두기-X-A가 2-와 5-위치에서 설포닐그룹인 청구범위 42에 따른 공정.
  46. 오직 하나가 -X-A가 2-위치에서 설포닐기이고 R3와 R4가 함께 4이하 탄소원자를 포함하는 청구 범위 39에 따른 공정.
  47. 두기-X-A가 2-와 5-위치에서 설포닐기이고, R3와 R4가 함께 4이하 탄소원자를 포함하는 청구 범위 39에 따른 공정.
  48. A가 -CHF2, CF3또는 -CH2CH2CI인 청구범위 47에 따른 공정.
  49. R1이 수소이고 R2가 5- 또는 6-위치에서 설포닐그룹인 청구범위 46에 따른 공정.
  50. R2가 수소, 불소, 니트로 또는 -COOR6인 청구범위 49에 따른 공정.
  51. X가 산소 또는 황인 청구범위 50에 따른 공정.
  52. R2가 수소, R3가 염소, 불소, 메틸, 클로로메틸, 에톡시, 이소프로필옥시, 에틸 또는 메톡시이고 R4가 메틸, 에틸, 메톡시 또는 에톡시인 청구범위 51에 따른 공정.
  53. X가 산소인 청구범위 52에 따른 공정.
  54. A가 CF2G이고 상기에서 G가 수소, F,CI,Br, -CH3또는 -CH3인 청구범위 52에 따른 공정.
  55. G가 염소, 취소 또는 -CF3인 청구범위 54에 따른 공정.
  56. A가 -CH2F, -CH2CH2F와 -CH2CH2CI인 청구범위 52에 따른 공정.
  57. Z가 선소 또는 황, R3와 R4는 각기 독립적으로 함께 4탄소원자 이하를 포함하는 C1-C3알킬, C1-C3알콕시 또는 C1-C3알킬티오, A는 -CHF2, -C2F5와 -CF2-CHF2이고 기-X-A는 2-위치인 것이 청구범위 22에 따른 공정.
  58. 청구범위 38에 따른 N-(2-디플루오로페닐설포닐)-N'-(4-에틸-6-메톡시-1,3,5 -트리아진-2-일)우레아의 제조방법.
  59. 청구범위 38에 따른 N-(2-디플루오로페닐설포닐)-N'-(4,6-디에톡시-1,3,5 -트리아진-2-일)우레아의 제조방법.
  60. 청구범위 38에 따른 N-(2-디플루오로페닐설포닐)-N'-(4-클로로-6-메틸-피리미딘-2-일)우레아의 제조방법.
  61. 청구범위 38에 따른 N-(2-펜타플루오로에톡시페닐설포닐)-N'-(4-에틸-6-메톡시-1,3,5 -트리아진-2-일)우레아의 제조방법.
  62. 청구범위 38에 따른 N-(2-디플루오로페닐설포닐)-N'-(4-클로로-6-메톡시-피리미딘-2-일)우레아의 제조방법.
  63. 청구범위 38에 따른 N-2,5-비스(디플루오로메톡시)페닐설포닐-N'-(4-메톡시-6-메톡시-1,3,5 -트리아진-2-일)우레아의 제조방법.
  64. 청구범위 38에 따른 N-(2-디플루오로페닐설포닐)-N'-(4-메톡시-6-이소프로필옥시-1,3,5-트리아진-2-일)우레아의 제조방법.
  65. 청구범위 38에 따른 N-(2-디플루오로페닐설포닐)-N'-(4-에틸-6-메톡시-1,3,5 -트리아진-2-일)우레아의 제조방법.
  66. 청구범위 38에 따른 N-(2-디플루오로페닐설포닐)-N'-(4-클로로-6-메톡시-피리미딘-2-일)우레아의 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019810002603A 1980-07-17 1981-07-16 N-페닐설포닐-n'-피리미디닐-및-트리아지닐우레아의 제조방법 KR850000495B1 (ko)

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CH5481/80A CH657849A5 (en) 1980-07-17 1980-07-17 N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinyl ureas
CH5481/80-6 1980-07-17
CH8216/80-6 1980-11-05
CH821680 1980-11-05
CH3991/80-4 1981-06-17
CH399181 1981-06-17

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UA117447C2 (uk) 2011-05-04 2018-08-10 Байєр Інтеллектуал Проперті Гмбх Застосування гербіцидів інгібіторів als для боротьби з небажаною рослинністю на площі вирощування brassica
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CN103039485A (zh) * 2011-10-17 2013-04-17 南京华洲药业有限公司 一种含醚磺隆与二甲戊乐灵的混合除草剂及其应用
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CN103086966A (zh) * 2012-12-28 2013-05-08 合肥久易农业开发有限公司 一种磺酰胺基甲酸酯的合成方法
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BR8104618A (pt) 1982-04-06
DE3160818D1 (en) 1983-10-06
DK2392A (da) 1992-01-08
NZ197733A (en) 1984-11-09
EP0044807B1 (de) 1985-11-21
DK164901C (da) 1993-01-18
DK164901B (da) 1992-09-07
MX170995B (es) 1993-09-24
EP0044809A1 (de) 1982-01-27
EP0044807A2 (de) 1982-01-27
US4425154A (en) 1984-01-10
AU545208B2 (en) 1985-07-04
EP0044807A3 (en) 1982-04-07
US4537619A (en) 1985-08-27
DE3172974D1 (en) 1986-01-02
DK144190D0 (da) 1990-06-13
DK189391D0 (da) 1991-11-20
MX170994B (es) 1993-09-24
US4681619A (en) 1987-07-21
IL79463A0 (en) 1986-10-31
BG61518B2 (bg) 1997-10-31
ATE4526T1 (de) 1983-09-15
US4510325A (en) 1985-04-09
MY8700138A (en) 1987-12-31
EP0044808A3 (en) 1982-04-07
ES518258A0 (es) 1984-01-16
AU7303681A (en) 1982-01-21
DK318681A (da) 1982-01-18
PH18233A (en) 1985-05-03
ATE16555T1 (de) 1985-12-15
US4561878A (en) 1985-12-31
ATE17431T1 (de) 1986-02-15
US4419121A (en) 1983-12-06
ES8401950A1 (es) 1984-01-16
BR8104619A (pt) 1982-04-06
BR8104617A (pt) 1982-04-06
DD220601A5 (de) 1985-04-03
DK163664B (da) 1992-03-23
US4629810A (en) 1986-12-16
KR850000495B1 (ko) 1985-04-11
IL79463A (en) 1987-01-30
US4444583A (en) 1984-04-24
DK163664C (da) 1992-08-17
IL63324A (en) 1987-01-30
CA1330438C (en) 1994-06-28
ES504013A0 (es) 1983-03-16
DK144190A (da) 1990-06-13
DK165182B (da) 1992-10-19
DK166082C (da) 1993-08-02
US4514212A (en) 1985-04-30
RO83456A (ro) 1984-02-21
IL63324A0 (en) 1981-10-30
MX6981E (es) 1987-01-19
DE3173493D1 (en) 1986-02-27
EP0044808B1 (de) 1986-01-15
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EG15401A (en) 1992-08-30
ZW16681A1 (en) 1982-02-17
ES8304553A1 (es) 1983-03-16
CA1205482A (en) 1986-06-03
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US4479821B1 (ko) 1990-04-03
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US4476321A (en) 1984-10-09
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CY1438A (en) 1989-03-10
US4479821A (en) 1984-10-30
GR74308B (ko) 1984-06-22
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TR21355A (tr) 1984-04-18
MA19205A1 (fr) 1982-04-01

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