N-(3-chloro-phenyl)-N-isopropylhydroxyacetamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-chloro-phenyl)-N-isopropylhydroxyacetamide
• 英文别名: 3'-chloro-N-isopropylhydroxyacetanilide；N-(3-chlorophenyl)-2-hydroxy-N-propan-2-ylacetamide
• 化学式: C₁₁H₁₄ClNO₂
• 分子量: 227.691
• InChiKey: OOCSAIOTXMDWRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-chloro-phenyl)-N-isopropylhydroxyacetamide 生成 N-(3-chlorophenyl)-N-propan-2-yl-2-[[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]oxy]acetamide
  参考文献：
  名称：

  FORSTER, HEINZ;ANDREE, ROLAND;SANTEL, HANS-JOACHIM;SCHMIDT, ROBERT R.;STR+

  摘要：

  DOI：
• 作为产物：
  描述：

  [2-(3-chloro-N-propan-2-ylanilino)-2-oxoethyl] acetate 生成 N-(3-chloro-phenyl)-N-isopropylhydroxyacetamide
  参考文献：
  名称：

  FORSTER, HEINZ;ANDREE, ROLAND;SANTEL, HANS-JOACHIM;SCHMIDT, ROBERT R.;STR+

  摘要：

  DOI：

文献信息

• Use of difluoromethyl-thiadiazolyl-oxyacetamides as selective herbicides
  申请人：Bayer Aktiengesellschaft

  公开号：US04988380A1

  公开（公告）日：1991-01-29

  A process for selectively combating weeds in crops, comprising applying to a locus in which such crops are growing or are to be grown a herbicidally effective amount of a difluoromethyl-thiadiazolyl-oxy-acetamide of the formula ##STR1## in which R.sup.1 stands for hydrogen or for an optionally substituted radical from the group consisting of alkyl, alkenyl, alkinyl and aralkyl, R.sup.2 stands for an optionally substituted radical from the group consisting of alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl, aryl, alkoxy, alkenyloxy and alkinyloxy, or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are bonded form an optionally substituted, saturated or unsaturated heterocycle which can contain further hetero atoms and to which a benzo group may be fused. Compounds wherein R.sup.1 is C.sub.2 -C.sub.4 -alkyl and R.sup.2 is optionally substituted phenyl are new as are intermediates of the formula ##STR2## in which x is 0 or 2.

  一种用于选择性对抗作物中杂草的方法，包括向作物生长或将要生长的位置施加一定量具有除草作用的二氟甲基噻二唑氧基乙酰胺，其化学式为##STR1##其中R.sup.1代表氢或来自包括烷基、烯基、炔基和芳基的可选择取代基团，R.sup.2代表来自包括烷基、烯基、炔基、环烷基、环烯基、芳基、烷氧基、烯氧基和炔氧基的可选择取代基团，或R.sup.1和R.sup.2与它们结合的氮原子一起形成可选择取代、饱和或不饱和的杂环，该杂环可以含有进一步的杂原子，并且可以与苯基融合。其中R.sup.1为C.sub.2-C.sub.4-烷基，R.sup.2为可选择取代苯基的化合物是新的，中间体化合物的化学式为##STR2##其中x为0或2。
• Herbicidal N-isopropylheteroaryloxyacetanilides
  申请人：Bayer Aktiengesellschaft

  公开号：US04968342A1

  公开（公告）日：1990-11-06

  Herbicidal N-isopropylheteroaryloxyacetanilides of the formula ##STR1## in which A stands for nitrogen or the group C--R.sup.3 where R.sup.3 stands for halogen, cyano, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, alkylsulphinyl or alkylsulphonyl, B stands for nitrogen or the group C--R.sup.4 where R.sup.4 stands for halogen, cyano, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, alkylsulphinyl, halogenoalkylsulphinyl, alkylsulphonyl, halogenoalkylsulphonyl, for phenyl which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy or halogenoalkoxy, or for the group --CY.sub.2 --Z--R.sup.5 where R.sup.5 stands for alkyl, which is optionally substituted by halogen, alkoxy or alkylthio, or for phenyl which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio or halogenoalkylthio, Y stands for hydrogen or halogen, Z stands for oxygen, sulphur, SO or SO.sub.2, R.sup.1 stands for hydrogen, halogen, cyano, nitro, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio or halogenoalkylthio, R.sup.2 stands for hydrogen, halogen, alkyl, halogenoalkyl or alkoxy and X stands for oxygen or sulphur, excluding the compound N-isopropyl-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-oxyacetanilide.

  公式为##STR1##的除草剂N-异丙基杂环氧基苯乙酰胺，其中A代表氮或C--R.sup.3基团，其中R.sup.3代表卤素、氰基、烷基、卤代烷基、烷氧基、卤代烷氧基、烷硫基、卤代烷硫基、烷基磺酰基或烷基磺酰基，B代表氮或C--R.sup.4基团，其中R.sup.4代表卤素、氰基、烷基、卤代烷基、烷氧基、卤代烷氧基、烷硫基、卤代烷硫基、烷基磺酰基、卤代烷基磺酰基、烷基磺酰基、卤代烷基磺酰基、苯基（可选用卤素、烷基、卤代烷基、烷氧基或卤代烷氧基取代）或--CY.sub.2 --Z--R.sup.5基团，其中R.sup.5代表烷基（可选用卤素、烷氧基或烷硫基取代）或苯基（可选用卤素、烷基、卤代烷基、烷氧基、卤代烷氧基、烷硫基或卤代烷硫基取代），Y代表氢或卤素，Z代表氧、硫、SO或SO.sub.2，R.sup.1代表氢、卤素、氰基、硝基、烷基、卤代烷基、烷氧基、卤代烷氧基、烷硫基或卤代烷硫基，R.sup.2代表氢、卤素、烷基、卤代烷基或烷氧基，X代表氧或硫，但不包括N-异丙基（5-三氟甲基-1,3,4-噻二唑-2-基）氧基苯乙酰胺。
• A process for producing N-(4-fluorophenyl)-N-(1-methylethyl)-2-[(5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl)-oxy]-acetamide
  申请人：Bayer Corporation

  公开号：EP0922701A1

  公开（公告）日：1999-06-16

  The present invention relates to a process for making N-(4-fluorophenyl)-N-(1-methylethyl)-2-[(5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl)-oxy]-acetamide, which process includes the steps of reacting 2-(methylsulfonyl)-5-(trifluoromethyl)-1,3,4,-thiadiazole with N-(4-fluorophenyl)-N-(1-methylethyl)-2-hydroxyacetamide in an aprotic, aromatic solvent with aqueous alkali to form an aqueous phase and an organic phase, separating the aqueous and organic phases and recovering the N-(4-fluorophenyl)-N-(1-methylethyl)-2-[(5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl)-oxy]-acetamide from the organic phase. A preferred solvent and aqueous alkali are toluene and aqueous sodium hydroxide, respectively.

  本发明涉及一种制造 N-(4-氟苯基)-N-(1-甲基乙基)-2-[(5-(三氟甲基)-1,3,4-噻二唑-2-基)-氧基]-乙酰胺的工艺、该工艺包括以下步骤：将 2-(甲磺酰基)-5-(三氟甲基)-1,3,4,-噻二唑与 N-(4-氟苯基)-N-(1-甲基乙基)-2-羟基乙酰胺在无水芳烃溶剂中反应、用水碱在芳香族溶剂中形成水相和有机相，分离水相和有机相，从有机相中回收 N-(4-氟苯基)-N-(1-甲基乙基)-2-[(5-(三氟甲基)-1,3,4-噻二唑-2-基)-氧基]-乙酰胺。优选的溶剂和水碱分别是甲苯和氢氧化钠水溶液。
• A process for making N-(4-fluorophenyl)-N-(1-methylethyl)-2-[(5-trifluoromethyl)-1,3,4-thiadiazol-2-yl)-oxy]-acetamide using an aprotic, aromatic solvent
  申请人：Bayer Corporation

  公开号：EP0927720A1

  公开（公告）日：1999-07-07

  The present invention relates to a process for making N-(4-fluorophenyl)-N-(1-methylethyl)-2-[(5-trifluoromethyl)-1,3,4-thiadazol-2-yl)-oxy]-acetamide in an aprotic, aromatic solvent. The process includes the stepps of: (a) reacting 2-(methylsulfonyl)-5-(trifluoromethyl)-1,3,4-thiadiazole with N-(4-fluorophenyl)-N-(1-methylethyl)-2-hydroxyacetamide and an aqueous alkali in the presence of an aprotic, aromatic solvent to form an aqueous phase and an organic phase; (b) acidifying the phases, (c) separating the phases; and (d) recovering the N-(4-fluorophenyl)-N-(1-methylethyl)-2-[(5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl)-oxy]-acetamide from the organic phase.

  本发明涉及一种在烷基芳香溶剂中制造 N-(4-氟苯基)-N-(1-甲基乙基)-2-[(5-三氟甲基)-1,3,4-噻二唑-2-基)-氧基]-乙酰胺的工艺。 该工艺包括以下步骤(a) 将 2-(甲磺酰基)-5-(三氟甲基)-1,3,4-噻二唑与 N-(4-氟苯基)-N-(1-甲基乙基)-2-羟基乙酰胺和水碱在壬烷芳香溶剂存在下反应，形成水相和有机相；(d) 从有机相中回收 N-(4-氟苯基)-N-(1-甲基乙基)-2-[(5-(三氟甲基)-1,3,4-噻二唑-2-基)-氧基]-乙酰胺。
• SYNTHESIS METHOD OF THIADIAZOLYLAMIDE DERIVATIVE
  申请人：Zhejiang Zhuji United Chemicals Co., Ltd

  公开号：EP2947075A1

  公开（公告）日：2015-11-25

  A synthesis method of 2-[(5-(trifluoromethyl)-1,3,4-thiadiazolyl-2-yl)-oxy]amide derivative (I). The method comprises the following step: in a solvent insoluble with water, 2-sulphinyl-5-trifluoromethyl-thiadiazole (II) and amide (III) reacting under the effect of alkali to obtain 2-[(5-(trifluoromethyl)-1,3,4-thiadiazolyl-2-yl)-oxy] amide. The reaction can also be performed in the presence of a catalyst.

  一种 2-[(5-(三氟甲基)-1,3,4-噻二唑-2-基)-氧基]酰胺衍生物(I)的合成方法。该方法包括以下步骤：在不溶于水的溶剂中，2-亚磺酰基-5-三氟甲基噻二唑（II）和酰胺（III）在碱的作用下反应，得到 2-[(5-(三氟甲基)-1,3,4-噻二唑-2-基)-氧基]酰胺。该反应也可在催化剂存在下进行。