Synthesis of the symmetrical methylene diesters from carboxylic ionic liquids

Author:

Gómora-Herrera D.1,Lijanova I.V.1,Olivares-Xometl O.2,Toscano A.3,Likhanova N.V.4

Affiliation:

1. Instituto Politécnico Nacional, CIITEC, Cerrada Cecati S/N, Colonia Santa Catarina de Azcapotzalco, CP 02250, México, D.F., México.

2. Benemérita Universidad Autónoma de Puebla, Facultad de Ingeniería Química, Av. San Claudio y 18 Sur, Col. San Manuel, Ciudad Universitaria, Puebla, 72570, México.

3. Instituto de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Circuito Exterior, Coyoacán, CP. 04510, México D.F., México.

4. Instituto Mexicano del Petróleo, Gerencia de Ingeniería de Recuperación Adicional, Eje Central Norte Lázaro Cárdenas No. 152, Col. San Bartolo Atepehuacan, CP 07730, México, DF, México.

Abstract

The reaction between carboxylic ionic liquids and dichloromethane, which provokes the formation of symmetrical methylene diesters, was carried out. The synthesis of these ionic liquid compounds was carried out in a microwave reactor, and the characterization by spectroscopic techniques of methylene diesters (methylene di-2-furoate, methylene di-2-picolinate, methylene dianthranilate, and methylene dioleate) is described and the crystal structures discussed. The crystal packing of methylene dianthranilate is characterized by trimer formation due to hydrogen bonding via interactions between the hydrogen atom of the primary amine group and the oxygen of the carboxylic group.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Reference29 articles.

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4. Novel lipophilic 7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid derivatives as potential antitumor agents: Improved synthesis and in vitro evaluation

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