59564-78-2

Basic information

• Product Name: 1,3-Bisbenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid
• Synonyms: 1,3-DIBENZYL IMIDAZOLIDINONE-4,5-DICARBOXYLIC ACID;1,3-BISBENZYL-2-OXOIMIDAZOLIDINE-4,5-DICARBOXYLIC ACID;1,3-Dibenzyl-2-Imidaxzolidone-Cis-4,5-Dicarboxylic Acid;Vitamin H intermediates Cyclic acid;1,3-BISBENZYL-2-OXOIMIDAZOLIDINE-4,5-DI&;CYCLIC ACID;1,3-Dibenzyl-2-imidax zolidone-cis-4,5-dicarboxylic;1,3-Bisbenzyl-2-oxoi
• CAS NO: 59564-78-2
• Molecular Formula: C₁₉H₁₈N₂O₅
• Molecular Weight: 354.36
• EINECS: 261-806-8
• Product Categories: Organic acids;Heterocyclic Compounds;(intermediate of d-biotin);Building Blocks;Heterocyclic Building Blocks;Imidazolines/Imidazolidines
• Mol File: 59564-78-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 170-174 °C(lit.)
• Boiling Point: 654.2 °C at 760 mmHg
• Flash Point: 349.5 °C
• Appearance: /
• Density: 1.426 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.74±0.40(Predicted)
• CAS DataBase Reference: 1,3-Bisbenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Bisbenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid(59564-78-2)
• EPA Substance Registry System: 1,3-Bisbenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid(59564-78-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 59564-78-2(Hazardous Substances Data)

Usage

General Description

1,3-Bisbenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid is a chemical compound with a complex structure that contains benzyl and imidazolidine rings, as well as carboxylic acid functional groups. It is used in organic synthesis as a building block for creating more complex molecules. The compound has potential applications in pharmaceuticals, as it has been reported to have antifungal and antibacterial properties. Due to its unique structure and functional groups, it may also have potential uses as a chelating agent in metal ion coordination chemistry. However, further research is needed to fully understand its properties and potential applications.

InChI:InChI=1/C19H18N2O5/c22-17(23)15-16(18(24)25)21(12-14-9-5-2-6-10-14)19(26)20(15)11-13-7-3-1-4-8-13/h1-10,15-16H,11-12H2,(H,22,23)(H,24,25)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 1885-14-9 phenyl chloroformate 

Downstream Products

• 40222-70-6 1,3-dibenzyl-2-oxo-imidazolidine-4,5-dicarboxylic acid anhydride 

Relevant articles and documents

Method for pipelined synthesis of vitamin H intermediate

The invention provides a method for pipelined synthesis of a vitamin H intermediate. Specifically, the method comprises the following steps: (1) providing a salt solution of a compound as shown in a formula 2, a triphosgene (BTC) solution and a potassium hydroxide solution; (2) mixing a salt solution of the compound shown in the formula 2, a triphosgene (BTC) solution and a potassium hydroxide solution, and continuously feeding the obtained mixed solution into a pipeline reactor for reaction; and (3) adjusting the pH value of the reaction liquid after the reaction to be acidic to obtain a compound as shown in a formula 3, wherein the salt is potassium salt and/or sodium salt of a compound shown in a formula 2. The method is high in raw material conversion rate, very safe to operate and suitable for industrial production of the vitamin H intermediate.

Process for preparing biotin

The present invention is directed to a process for the production of 2-oxo-1,3-dibenzyl-cis-4,5-imidazolidinedicarboxylic acid and of 2-oxo-1,3-dibenzyl-cis-4,5-imidazolidinedicarboxylic acid anhydride, starting from meso-2,3-bis(benzylamino)succinic acid dialkali metal salt. The process involves reacting meso-2,3-bis(benzylamino)succinic acid dialkali metal salt with phenyl chloroformate in a monophasic solvent system consisting of an about 2:1 to 1:1 mixture of a water-miscible ether and an aqueous alkali metal hydroxide solution, at a temperature not exceeding about 40° C. The resulting 2-oxo-1,3-dibenzyl-cis-4,5-imidazolidinedicarboxylic acid dialkali metal salt is converted, by acidification, into the desired 2-oxo-1,3-dibenzyl-cis-4,5-imidazolidinedicarboxylic acid, which is then either isolated, or converted, by heating with acetic anhydride, in an aromatic hydrocarbon as the organic solvent, into the desired 2-oxo-1,3-dibenzyl-cis-4,5-imidazolidinedicarboxylic acid anhydride, which is in turn, isolated. Each product is an important intermediate in the multi-stage process for the manufacture of biotin (vitamin H).