2-甲氧基羰基噻吩-3-磺酰基异氰酸酯 | 79277-18-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2-甲氧基羰基噻吩-3-磺酰基异氰酸酯
• 英文名称: methyl 3-(isocyanatosulfonyl)-2-thiophenecarboxylate
• 英文别名: methyl 3-isocyanatosulfonylthiophene-2-carboxylate；2-carbomethoxythiophene-3-sulfonyl isocyanate；2-carbomethoxy-3-thiophenesulfonylisocyanate；2-methoxycarbonyl-3-thienylsulfonylisocyanate；2-Thiophenecarboxylic acid, 3-(isocyanatosulfonyl)-, methyl ester
• CAS: 79277-18-2
• 化学式: C₇H₅NO₅S₂
• 分子量: 247.252
• InChiKey: VJQINSVXSJNRLA-UHFFFAOYSA-N

物化性质

• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• 危险品标志：
  Xn,E
• 安全说明：
  S22,S30,S35,S36/37
• 危险类别码：
  R14,R48/22,R42/43,R2

制备方法与用途

化学性质
本品是一种无色油状液体，遇水及空气易分解，并能溶于乙腈、二甲苯等溶剂。

用途
2-甲氧基羰基噻吩-3-磺酰基异氰酸酯是合成磺酰脲类除草剂噻吩磺隆的重要中间体。

生产方法
其制备方法如下：在反应釜中加入二甲苯和3-氯基磺酰噻吩-2-羧酸甲酯及一定量的异氰酸正丁酯的二甲苯溶液，加热升温至回流，反应15分钟后继续加热至130℃，通入光气约6～8小时。通过气相色谱监控磺酰胺含量的变化，待其减少到一定程度后停止通光气，并进一步加热蒸出异氰酸正丁酯和二甲苯，最终得到所需的成品。

反应信息

• 作为反应物：
  描述：

  2-甲氧基羰基噻吩-3-磺酰基异氰酸酯 生成 methyl 3-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]thiophene-2-carboxylate
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  3-磺酰氨基-2-噻吩甲酸甲酯 生成 2-甲氧基羰基噻吩-3-磺酰基异氰酸酯
  参考文献：
  名称：

  LEVITT, G.

  摘要：

  DOI：

文献信息

• Triazinyl-sulfonyl-ureas and isoureas
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04481029A1

  公开（公告）日：1984-11-06

  This invention relates to ureas and isoureas which are useful as herbicides and plant growth regulants. In particular, compounds of the instant invention have demonstrated great selectivity.

  本发明涉及尿素和异尿素，它们作为除草剂和植物生长调节剂具有实用性。特别是，本发明的化合物已经显示出极高的选择性。
• Cyanoheterocyclic sulfonylureas
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04740229A1

  公开（公告）日：1988-04-26

  Cyanoheterocyclic sulfonylureas and agricultural compositions containing them are useful as general preemergence or postemergence herbicides or plant growth regulants.

  氰基杂环磺酰脲及含有它们的农业组合物可作为一般的前除草剂或后除草剂或植物生长调节剂。
• Agricultural ureas and isoureas
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04701535A1

  公开（公告）日：1987-10-20

  This invention relates to ureas and isoureas which are useful as herbicides and plant growth regulants. In particular, compounds of the instant invention have demonstrated great selectivity.

  本发明涉及尿素和异尿素，它们可用作除草剂和植物生长调节剂。具体而言，本发明的化合物表现出很强的选择性。
• Herbicidal sulfonamides
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04487626A1

  公开（公告）日：1984-12-11

  This invention relates to a novel class of arylsulfonylureidofuro[2,3-d]pyrimidines, such as N'-[(4,6-dimethylfuro[2,3-d]pyrimidin-2-yl)aminocarbonyl]-N,N-dimethylbenz ene-1,2-sulfonamide, and their use as herbicides and plant growth regulants. These novel compounds can be prepared by reacting an appropriate furo[2,3-d]pyrimidin-2-amine with an appropriately substituted arylsulfonyl isocyanate or isothiocyanate.

  本发明涉及一种新型的芳基磺酰脲基呋喃[2,3-d]嘧啶类化合物，例如N'-[(4,6-二甲基呋喃[2,3-d]嘧啶-2-基)氨基甲酰]-N,N-二甲基苯-1,2-磺酰胺，以及它们作为除草剂和植物生长调节剂的用途。这些新型化合物可以通过将适当的呋喃[2,3-d]嘧啶-2-胺与适当取代的芳基磺酰异氰酸酯或异硫氰酸酯反应而制备得到。
• N-Heterocyclosulfonyl-N'-pyrimidinylureas and
  申请人：Ciba-Geigy Corporation

  公开号：US04549898A1

  公开（公告）日：1985-10-29

  N-heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfonyl-N'-triazinylureas of the general formula I ##STR1## wherein X is oxygen, sulfur, ##STR2## Y is oxygen or sulfur, Z is oxygen or sulfur, E is nitrogen or --CH.dbd., R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkylthio, --NR.sub.6 R.sub.7 or alkoxyalkyl containing not more than 4 carbon atoms, R.sub.2 is hydrogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, halogen, nitro, C.sub.1 -C.sub.3 alkoxy, ##STR3## --SO.sub.2 --NR.sub.6 R.sub.7, --SO.sub.n --C.sub.1 -C.sub.3 alkyl or --CO--R.sub.9, R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, methoxy, nitro or trifluoromethyl, R.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, C.sub.3 14 C.sub.6 cycloalkyl, benzyl, --CO--C.sub.1 -C.sub.4 alkoxy, --CO--NR.sub.6 R.sub.7 or --CO--C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by 1 to 3 halogen atoms, R.sub.5 is hydrogen, nitro, fluorine, chlorine, bromine, methyl, trifluoromethyl, --SO.sub.n --C.sub.1 -C.sub.3 alkyl, --CO--C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.3 alkoxy, R.sub.6 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, methoxy or ethoxy, R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 alkenyl, or R.sub.6 and R.sub.7, together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocyclic ring which may contain an oxygen or a sulfur atom as ring member, R.sub.8 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -Chd 7cycloalkylalkyl or alkoxyalkyl containing not more than 4 carbon atoms, R.sub.9 is C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.2 -C.sub.6 haloalkoxy, C.sub.1 -C.sub.4 cyanoalkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.3 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynylthio, C.sub.5 -C.sub.6 cycloalkoxy, C.sub.4 -C.sub.7 cycloalkylalkoxy, --NR.sub.6 R.sub.7 or alkoxyalkoxy containing not more than 6 carbon atoms, W is oxygen or .dbd.N--O--R.sub.10, wherein R.sub.10 is hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 alkenyl, and n is a value from 0 to 2 and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good preemergence and postemergence selective herbicidal and growth regulating properties.

  通式I中的N-杂环磺酰-N'-嘧啶基脲和N-杂环磺酰-N'-三嗪基脲，其中X为氧，硫，Y为氧或硫，Z为氧或硫，E为氮或-CH.dbd.，R.sub.1为氢，C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4卤代烷基，C.sub.1-C.sub.4卤代烷氧基，C.sub.1-C.sub.4烷氧基，卤素，C.sub.1-C.sub.4烷硫基，-NR.sub.6 R.sub.7或不超过4个碳原子的烷氧基烷基，R.sub.2为氢，C.sub.1-C.sub.3烷基，C.sub.1-C.sub.3卤代烷基，卤素，硝基，C.sub.1-C.sub.3烷氧基，-SO.sub.2--NR.sub.6 R.sub.7，-SO.sub.n--C.sub.1-C.sub.3烷基或-CO--R.sub.9，R.sub.3为氢，卤素，C.sub.1-C.sub.3烷基，甲氧基，硝基或三氟甲基，R.sub.4为氢，C.sub.1-C.sub.4烷基，C.sub.1-C.sub.4氰基烷基，C.sub.3-14环烷基，苄基，-CO--C.sub.1-C.sub.4烷氧基，-CO--NR.sub.6 R.sub.7或未取代或取代1至3个卤素原子的-CO--C.sub.1-C.sub.4烷基，R.sub.5为氢，硝基，氟，氯，溴，甲基，三氟甲基，-SO.sub.n--C.sub.1-C.sub.3烷基，-CO--C.sub.1-C.sub.4烷氧基或C.sub.1-C.sub.3烷氧基，R.sub.6为氢，C.sub.1-C.sub.6烷基，C.sub.1-C.sub.4氰基烷基，甲氧基或乙氧基，R.sub.7为氢，C.sub.1-C.sub.6烷基或C.sub.3-C.sub.6烯基，或R.sub.6和R.sub.7与它们连接的氮原子一起形成一个5-或6-成员饱和杂环环，该环可以包含一个氧或硫原子作为环成员，R.sub.8为氢，C.sub.1-C.sub.6烷基，C.sub.1-C.sub.4卤代烷基，C.sub.3-C.sub.6环烷基，C.sub.4-Chd 7cycloalkylalkyl或不超过4个碳原子的烷氧基烷基，R.sub.9为C.sub.1-C.sub.6烷氧基，C.sub.3-C.sub.6烯基氧基，C.sub.3-C.sub.6炔基氧基，C.sub.2-C.sub.6卤代烷氧基，C.sub.1-C.sub.4氰基烷氧基，C.sub.1-C.sub.6烷硫基，C.sub.3-C.sub.6烯基硫基，C.sub.3-C.sub.6炔基硫基，C.sub.5-C.sub.6环烷氧基，C.sub.4-C.sub.7环烷基烷氧基，-NR.sub.6 R.sub.7或不超过6个碳原子的烷氧基烷氧基，W为氧或.dbd.N--O--R.sub.10，其中R.sub.10为氢，C.sub.1-C.sub.6烷基或C.sub.3-C.sub.6烯基，n为0到2的值，这些化合物的胺，碱金属基或碱土金属基或季铵盐的盐具有良好的预出苗和后出苗选择性除草和生长调节性能。