methyl 1-(3-chloropyridin-2-yl)-3-pyrazolidinone-5-carboxylate | 774600-50-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 1-(3-chloropyridin-2-yl)-3-pyrazolidinone-5-carboxylate
• 英文别名: methyl 2-(3-chloro-2-pyridinyl)-5-oxo-3-pyrazolidinecarboxylate；methyl 2-(3-chloropyridin-2-yl)-5-oxopyrazolidine-3-carboxylate
• CAS: 774600-50-9
• 化学式: C₁₀H₁₀ClN₃O₃
• 分子量: 255.661
• InChiKey: SHEDCLCLCJLNPZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 1-(3-chloropyridin-2-yl)-3-pyrazolidinone-5-carboxylate 在 三溴氧磷 作用下， 以 乙腈 为溶剂， 反应 0.02h， 以86%的产率得到3-bromo-1-(3-chloro-2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid methyl ester
  参考文献：
  名称：

  一种微通道工业化生产溴代吡唑烷酸的方法

  摘要：

  本发明涉及一种微通道工业化生产溴代吡唑烷酸的方法，以2‑卤代杂环类化合物为原料，在微通道反应器中进行肼解、关环、溴代和水解反应，酸化、过滤后得到高收率和高纯度的溴代吡唑烷酸，大幅缩短了反应时间，安全性高、污染小、污染物排放少，成本低、后处理简单，每一步中间产物的收率80％以上，纯度90％以上，最终产品纯度95％以上，特别适合工业化大规模生产。

  公开号：

  CN111440144A
• 作为产物：
  描述：

  2-肼基-3-氯吡啶 在 氯化亚砜 、 nickel(II) dichloro tris(triphenylphoshpine) 、 sodium methylate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 15.0h， 生成 methyl 1-(3-chloropyridin-2-yl)-3-pyrazolidinone-5-carboxylate
  参考文献：
  名称：

  一种吡啶基吡唑烷酮羧酸酯类化合物的合成 方法

  摘要：

  本发明属于有机合成领域，具体地涉及一种吡啶基吡唑烷酮羧酸酯类化合物的制备方法。本发明提供了一种吡啶基吡唑烷酮羧酸酯类化合物的合成新方法，该方法以肼基吡啶与马来酸酐为原料，经取代、酯化、环合反应三步制备得到吡啶基吡唑烷酮羧酸酯类化合物，反应收率高，选择性好。与已报道方法相比，该方法所用原料简单、易得，反应条件温和，收率高，污染小，合成的产品纯度高，易于工业化生产。

  公开号：

  CN106831705B

文献信息

• [EN] PREPARATION AND USE OF 2-SUBSTITUTED-5-OXO-3- PYRAZOLIDINECARBOXYLATES<br/>[FR] PREPARATION ET UTILISATION DE PYRAZOLIDINECARBOXYLATES-5-OXO-3-SUBSTITUES-2
  申请人：DU PONT

  公开号：WO2004087689A1

  公开（公告）日：2004-10-14

  A method is disclosed for preparing a 2-substituted-5-oxo-3-pyrazolidinecarboxylate compound of Formula I. The method comprises contacting a succinic acid derivative of the formula R1OC(O)C(H)(X)C(R2a)(R2b)C(O)Y (i.e. Formula II) wherein X and Y are leaving groups and L, R1, R2a and R2bare as defined in the disclosure, with a substituted hydrazine of the formula LNHNH2 (i.e. Formula III) in the presence of a suitable acid scavenger and solvent. Also disclosed is the preparation of compounds of Formula IV wherein X1, R6, R7, R8a, R8b, R9, and n are as defined in the disclosure. Also disclosed is a composition comprising on a weight basis about 20 to 99% of the compound of Formula II wherein R1, R2a, R2b, R3, R4 and R5 are as defined in the disclosure; X is Cl, Br or I; and Y is F, Cl, Br or I; provided that when R2a and R2b are each H, and X and Y are each Cl then R1 is other than benzyl and when R2a and R2b are each phenyl, and X and Y are each Cl, then R1 is other than methyl or ethyl. Also disclosed is a crystalline composition comprising at least about 90% by weight of the compound of the formula R1OC(O)C(H)(X)C(R2a)(R2b)CO2H (i.e. Formula VI) wherein R2a and R2b are H, X is Br and R1 is methyl.

  揭示了一种制备化合物的方法，该化合物为公式I中的2-取代-5-氧代-3-吡唑烷羧酸酯。该方法包括将公式为R1OC(O)C(H)(X)C(R2a)(R2b)C(O)Y（即公式II）的琥珀酸衍生物与适当的酸中和剂和溶剂存在下，与公式为LNHNH2（即公式III）的取代肼接触。还揭示了制备公式IV中的化合物，其中X1、R6、R7、R8a、R8b、R9和n如披露中所定义。还揭示了一种组合物，按重量基准含有约20至99%的公式II中的化合物，其中R1、R2a、R2b、R3、R4和R5如披露中所定义；X为Cl、Br或I；Y为F、Cl、Br或I；但当R2a和R2b分别为H，X和Y分别为Cl时，则R1不是苄基；当R2a和R2b分别为苯基，X和Y分别为Cl时，则R1不是甲基或乙基。还揭示了一种晶体组合物，其至少按重量含有约90%的公式为R1OC(O)C(H)(X)C(R2a)(R2b)CO2H（即公式VI）的化合物，其中R2a和R2b为H，X为Br，R1为甲基。
• PREPARATION AND USE OF 2-SUBSTITUTED-5-OXO-3-PYRAZOLIDINECARBOXYLATES
  申请人：ANNIS GARY DAVID

  公开号：US20090036686A1

  公开（公告）日：2009-02-05

  A method is disclosed for preparing a 2-substituted-5-oxo-3-pyrazolidinecarboxylate compound of Formula I The method comprises contacting a succinic acid derivative of the formula R 1 OC(O)C(H)(X)C(R 2a )(R 2b )C(O)Y (i.e. Formula II) wherein X and Y are leaving groups and L, R 1 , R 2a and R 2b are as defined in the disclosure, with a substituted hydrazine of the formula LNHNH 2 (i.e. Formula III) in the presence of a suitable acid scavenger and solvent. Also disclosed is the preparation of compounds of Formula IV wherein X 1 , R 6 , R 7 , R 8a , R 8b , R 9 , and n are as defined in the disclosure. Also disclosed is a composition comprising on a weight basis about 20 to 99% of the compound of Formula II wherein R 1 , R 2a , R 2b , R 3 , R 4 and R 5 are as defined in the disclosure; X is Cl, Br or I; and Y is F, Cl, Br or I; provided that when R 2a and R 2b are each H, and X and Y are each Cl then R 1 is other than benzyl and when R 2a and R 2b are each phenyl, and X and Y are each Cl, then R 1 is other than methyl or ethyl. Also disclosed is a crystalline composition comprising at least about 90% by weight of the compound of the formula R 1 OC(O)C(H)(X)C(R 2a )(R 2b )CO 2 H (i.e. Formula VI) wherein R 2a and R 2b are H, X is Br and R 1 is methyl.

  本发明公开了一种制备式I的2-取代-5-氧代-3-吡唑烷羧酸酯化合物的方法，该方法包括将式II的琥珀酸衍生物与一种取代的式III的肼在合适的酸清除剂和溶剂的存在下接触。其中，X和Y是离去基团，L、R1、R2a和R2b如本文所定义。本发明还公开了制备式IV化合物的方法，其中X1、R6、R7、R8a、R8b、R9和n如本文所定义。本发明还公开了一种组合物，其包括按重量计约20至99％的式II化合物，其中R1、R2a、R2b、R3、R4和R5如本文所定义；X为Cl、Br或I；Y为F、Cl、Br或I；但当R2a和R2b都为H，且X和Y都为Cl时，R1不是苄基；当R2a和R2b都为苯基，且X和Y都为Cl时，R1不是甲基或乙基。本发明还公开了一种晶体组合物，其包括至少按重量计约90％的式VI的化合物，其中R2a和R2b为H，X为Br，R1为甲基。
• Preparation and use of 2-substituted-5-oxo-3-pyrazolidinecarboxylates
  申请人：Annis David Gary

  公开号：US20070021468A1

  公开（公告）日：2007-01-25

  A method is disclosed for preparing a 2-substituted-5-oxo-3-pyrazolidinecarboxylate compound of Formula I. The method comprises contacting a succinic acid derivative of the formula R 1 OC(O)C(H)(X)C(R 2a )(R 2b )C(O)Y (i.e. Formula II) wherein X and Y are leaving groups and L, R 1 , R 2a and R 2b are as defined in the disclosure, with a substituted hydrazine of the formula LNHNH 2 (i.e. Formula III) in the presence of a suitable acid scavenger and solvent. Also disclosed is the preparation of compounds of Formula IV wherein X 1 , R 6 , R 7 , R 8a , R 8b , R 9 , and n are as defined in the disclosure. Also disclosed is a composition comprising on a weight basis about 20 to 99% of the compound of Formula II wherein R 1 , R 2a , R 2b , R 3 , R 4 and R 5 are as defined in the disclosure; X is Cl, Br or I; and Y is F, Cl, Br or I; provided that when R 2a and R 2b are each H, and X and Y are each Cl then R 1 is other than benzyl and when R 2a and R 2b are each phenyl, and X and Y are each Cl, then R 1 is other than methyl or ethyl. Also disclosed is a crystalline composition comprising at least about 90% by weight of the compound of the formula R 1 OC(O)C(H)(X)C(R 2a )(R 2b )CO 2 H (i.e. Formula VI) wherein R 2a and R 2b are H, X is Br and R 1 is methyl.

  公开了制备式I的2-取代-5-氧代-3-吡唑啉羧酸酯化合物的方法。该方法包括在适当的酸清除剂和溶剂存在下，将式II的琥珀酸衍生物与式III的取代肼接触，其中X和Y是离去基团，L、R1、R2a和R2b如披露中所定义。还公开了制备式IV的化合物的方法，其中X1、R6、R7、R8a、R8b、R9和n如披露中所定义。还公开了一种组合物，其按重量基础包括约20至99％的式II的化合物，其中R1、R2a、R2b、R3、R4和R5如披露中所定义；X为Cl、Br或I；Y为F、Cl、Br或I；但当R2a和R2b均为H且X和Y均为Cl时，R1不为苄基，当R2a和R2b均为苯基且X和Y均为Cl时，R1不为甲基或乙基。还公开了一种晶体组合物，其至少包括按重量90％的式VI的化合物，其中R2a和R2b为H，X为Br，R1为甲基。
• Hydrazide compounds as intermediates of pesticides
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2251336A1

  公开（公告）日：2010-11-17

  The compounds represented by the formulae (2-i) and (II) are intermediates for the preparation of pesticides.

  式（2-i）和（II）所代表的化合物 是制备杀虫剂的中间体。
• PREPARATION AND USE OF 2-SUBSTITUTED-5-OXO-3- PYRAZOLIDINECARBOXYLATES
  申请人：E.I. DUPONT DE NEMOURS AND COMPANY

  公开号：EP1606276A1

  公开（公告）日：2005-12-21