2-(p-toluoyl)-5-bromopyridine | 1164200-14-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(p-toluoyl)-5-bromopyridine
• 英文别名: (5-Bromopyridin-2-yl)(p-tolyl)methanone；(5-bromopyridin-2-yl)-(4-methylphenyl)methanone
• CAS: 1164200-14-9
• 化学式: C₁₃H₁₀BrNO
• 分子量: 276.132
• InChiKey: BIHQCMGUALOXQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  magnesium,5-bromo-2H-pyridin-2-ide,chloride 、 N,N-二甲基-4-甲基苯甲酰胺 以 四氢呋喃 为溶剂， 反应 1.0h， 以4.3 g的产率得到2-(p-toluoyl)-5-bromopyridine
  参考文献：
  名称：

  Preferential Reactivity of Pyridylmagnesiumchloride with N,N-Dialkyl Arylamides over Carbonitriles: Synthesis of 2-(Aroyl) Pyridines

  摘要：

  Reaction of 2-pyridylmagnesium chlorides with N,N-dialkyl arylamides afford exclusively 2-(aroyl) pyridines in high yields and purity without the formation of any tertiary alcohol. This method employs easily available raw materials and avoids the use of hazardous lithium reagents and cryogenic conditions. Further, preferential reactivity of this Grignard reagent with N,N-dialkyl arylamides over its carbonitrile counterparts offers a variety of 2-(aroyl) pyridines including the ones containing carbonitrile groups on the aryl ring.

  DOI：

  10.1080/00397910802594284

文献信息

• PESTICIDALLY ACTIVE KETONE AND OXIME DERIVATIVES
  申请人：Zambach Werner

  公开号：US20080200525A1

  公开（公告）日：2008-08-21

  Compounds of formula wherein A 0 , A 1 and A 2 are each independently of the others a bond or a C 1 -C 6 alkylene bridge; A 3 is a C 1 -C 6 alkylene bridge which is unsubstituted or substituted by from one to six identical or different substituents selected from halogen and C 3 -C 8 cycloalkyl; Y is, for example, O, S, SO or SO 2 ; M is O or NOR 6 , X 1 and X 2 are each independently of the other fluorine, chlorine or bromine; R 1 , R 2 and R 3 are, for example, H, halogen, OH, SH, CN, nitro, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkylcarbonyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl; Q is, for example, O, S, SO or SO 2 ; W is, for example, O, S, SO, SO 2 , —C(═O)—O— or —O—C(═O)—; T is, for example, a bond, O, S, SO, SO 2 , —C(═O)—O— or —O—C(═O)—; D is CH or N; R 4 is, for example, H, halogen, OH, SH, CN, nitro, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl; R 5 is, for example, C 1 -C 12 alkyl, C 3 -C 8 cycloalkyl or —N(R 7 ) 2 ; R 7 is H, C 1 -C 6 alkyl, C 1 -C 3 haloalkyl, C 1 -C 6 alkylcarbonyl, C 1 -C 3 haloalkylcarbonyl, C 1 -C 6 alkoxycarbonyl, C 3 -C 8 cycloalkyl, C 3 -C 8 cycloalkylcarbonyl or formyl; k is 0, 1, 2, 3 or 4; m is 1 or 2; and q is 0, 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds and agrochemically acceptable salts thereof, and a process for the preparation of those compositions and their use, to plant propagation material treated with those compositions, and a method of controlling pests.

  该公式的化合物中，A0、A1和A2分别独立地是键或C1-C6烷基桥；A3是C1-C6烷基桥，未取代或取代为1-6个相同或不同的卤素和C3-C8环烷基的取代基；Y是例如O、S、SO或SO2；M是O或NOR6；X1和X2各自独立地是氟、氯或溴；R1、R2和R3是例如H、卤素、OH、SH、CN、硝基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基羰基、C2-C6烯基、C2-C6卤代烯基或C2-C6炔基；Q是例如O、S、SO或SO2；W是例如O、S、SO、SO2、-C（═O）-O-或-O-C（═O）-；T是例如键、O、S、SO、SO2、-C（═O）-O-或-O-C（═O）-；D是CH或N；R4是例如H、卤素、OH、SH、CN、硝基、C1-C6烷基或C1-C6卤代烷基；R5是例如C1-C12烷基、C3-C8环烷基或-N（R7）2；R7是H、C1-C6烷基、C1-C3卤代烷基、C1-C6烷基羰基、C1-C3卤代烷基羰基、C1-C6烷氧羰基、C3-C8环烷基、C3-C8环烷基羰基或甲酰基；k是0、1、2、3或4；m是1或2；q是0、1或2；如适用，其可能的E/Z异构体、E/Z异构体混合物和/或互变异构体，在自由形式或盐形式中，以及制备这些化合物的方法、选择这些化合物为活性成分的杀虫剂组合物和农用化学品可接受的盐的使用、制备这些组合物的方法和使用这些组合物处理植物繁殖材料、以及控制害虫的方法。
• Pesticidally active ketone and oxime derivatives
  申请人：Syngenta Participations AG

  公开号：EP2080752A1

  公开（公告）日：2009-07-22

  Compounds of formula wherein A0, A1 and A2 are each independently of the others a bond or a C1-C6alkylene bridge; A3 is a C1-C6alkylene bridge which is unsubstituted or substituted by from one to six identical or different substituents selected from halogen and C3-C8cycloalkyl; Y is, for example, O, S, SO or SO2; M is O or NOR6, X1 and X2 are each independently of the other fluorine, chlorine or bromine; R1, R2 and R3 are, for example, H, halogen, OH, SH, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl, C2-C6alkenyl, C2-C6haloalkenyl or C2-C6alkynyl; Q is, for example, O, S, SO or SO2; W is, for example, O, S, SO, SO2, -C(=O)-O- or -O-C(=O)-; T is, for example, a bond, O, S, SO, SO2, -C(=O)-O- or -O-C(=O)-; D is CH or N; R4 is, for example, H, halogen, OH, SH, CN, nitro, C1-C6alkyl or C1-C6haloalkyl; R5 is, for example, C1-C12alkyl, C3-C8cycloalkyl or -N(R7)2; R7 is H, C1-C6alkyl, C1-C3haloalkyl, C1-C6alkylcarbonyl, C1-C3haloalkylcarbonyl, C1-C6alkoxycarbonyl, C3-C8cycloalkyl, C3-C8 cycloalkylcarbonyl or formyl; k is 0, 1, 2, 3 or 4; m is 1 or 2; and q is 0, 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds and agrochemically acceptable salts thereof, and a process for the preparation of those compositions and their use, to plant propagation material treated with those compositions, and a method of controlling pests.

  式的化合物 其中 A0、A1 和 A2 各自独立地为键或 C1-C6 烯桥； A3 是未被取代或被 1 至 6 个相同或不同的取代基取代的 C1-C6 烯桥，这些取代基可选 自卤素和 C3-C8 环烷基； Y 例如是 O、S、SO 或 SO2； M 是 O 或 NOR6、 X1和X2各自独立地是氟、氯或溴； R1、R2 和 R3 例如是 H、卤素、OH、SH、CN、硝基、C1-C6 烷基、C1-C6 卤代烷基、C1-C6 烷基羰基、C2-C6 烯基、C2-C6 卤代烯基或 C2-C6 烷炔基； Q 例如是 O、S、SO 或 SO2； W 例如是 O、S、SO、SO2、-C(=O)-O- 或 -O-C(=O)-； T 例如是键、O、S、SO、SO2、-C(=O)-O- 或-O-C(=O)-； D 是 CH 或 N； R4 例如是 H、卤素、OH、SH、CN、硝基、C1-C6 烷基或 C1-C6 卤代烷基； R5 例如是 C1-C12 烷基、C3-C8 环烷基或-N(R7)2； R7 是 H、C1-C6烷基、C1-C3 卤代烷基、C1-C6烷基羰基、C1-C3 卤代烷基羰基、C1-C6 烷氧基羰基、C3-C8 环烷基、C3-C8 环烷基羰基或甲酰基； k 是 0、1、2、3 或 4； m 是 1 或 2； q 是 0、1 或 2； 以及在适用情况下，它们可能的 E/Z 异构体、E/Z 异构体混合物和/或同系物（在每种情况下均为游离形式或盐形式）、制备这些化合物的工艺及其用途、其中活性成分选自这些化合物及其农用化学品可接受盐的杀虫组合物、制备这些组合物的工艺及其用途、用这些组合物处理的植物繁殖材料，以及防治害虫的方法。
• US7569727B2
  申请人：——

  公开号：US7569727B2

  公开（公告）日：2009-08-04