940868-65-5

Basic information

• Product Name: 1,2-Hydrazinedicarboxylic acid, 1,2-bis(2-methoxyethyl) ester
• Synonyms: 1,2-Hydrazinedicarboxylic acid, 1,2-bis(2-methoxyethyl) ester;bis(2-methoxyethyl)hydrazine-1,2-dicarboxylate
• CAS NO: 940868-65-5
• Molecular Formula: C8H16N2O6
• Molecular Weight: 236.22244
• Mol File: 940868-65-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Hydrazinedicarboxylic acid, 1,2-bis(2-methoxyethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Hydrazinedicarboxylic acid, 1,2-bis(2-methoxyethyl) ester(940868-65-5)
• EPA Substance Registry System: 1,2-Hydrazinedicarboxylic acid, 1,2-bis(2-methoxyethyl) ester(940868-65-5)

Safety Data

• Hazardous Substances Data: 940868-65-5(Hazardous Substances Data)

Usage

Common Use

Reagent in organic synthesis

Parent Compound

1,2-hydrazinedicarboxylic acid

Functional Groups

Carboxylic acid groups, hydrazine group, ester groups

Ester Groups

Two 2-methoxyethyl groups

Stability

Stable and relatively non-reactive

Application

Pharmaceutical research and drug development

Modification

Can be selectively modified to create new potential drug candidates

Other Applications

Development of new materials, chemical research

Upstream product

• 628-12-6 2-Methoxyethyl chloroformate 

Downstream Products

• 940868-64-4 bis(2-methoxyethyl) azodicarboxylate 

Relevant articles and documents

Method of manufacturing Azodicarboxylic acid diester compd. (by machine translation)

PROBLEM TO BE SOLVED: To provide a manufacturing method in which an azodicarboxylate diester compound can be efficiently obtained in a high yield and which is industrially advantageous.SOLUTION: There is provided a manufacturing method for azodicarboxylate diester compound including: a process (a) of obtaining a 1,2-hydrazine dicarboxylate diester compound through reaction between hydrazine and a halocarbonate ester; and a process (b) of obtaining an azodicarboxylate diester compound represented by general formula (2) (where A represents a hydrocarbon or a hydrocarbon which may have an ether bond) by oxidizing the 1,2-hydrazine dicarboxylate diester compound obtained in the process (a), the 1,2-hydrazine dicarboxylate diester compound being neither isolated nor refined.

DMEAD: a new dialkyl azodicarboxylate for the Mitsunobu reaction

Di-2-methoxyethyl azodicarboxylate (DMEAD) is prepared in 65% yield in two steps as a crystalline solid. Use of DMEAD in the Mitsunobu reaction of a variety of alcohols with pronucleophiles results in good yields of the products under sufficient stereospecificity of inversion, as conventional diisopropyl azodicarboxylate (DIAD) does. Isolation of the product is, however, much easier with DMEAD than that with DIAD, because the hydrazine produced from DMEAD is highly hydrophilic and is completely separable by a simple extraction into neutral water. Purification of the organic layer, after separation of the other by-product, triphenylphosphane oxide, by filtration, easily provides high purity of the product in a good yield. Concentration of the water layer yields the hydrazine, which can be reused for the preparation of DMEAD. One-step removal of the two by-products by the aqueous extraction was also possible when trimethylphosphane and DMEAD were employed.