Azodicarboxylic acid bis(2-alkoxyethyl) ester compound, and production intermediate thereof
View Patent ↗Provided is an industrially safe and useful azodicarboxylic acid bis(2-alkoxyethyl) ester compound that is useful for the Mitsunobu reaction in which it is used in combination with a phosphorus compound to carry out a dehydration condensation reaction, and also useful as an oxidizing agent, and a starting material for various synthetic processes. Also provided are a production intermediate of the above-described compound, and methods for producing these compounds. An azodicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (1); wherein A represents an alkyl group having 1 to 10 carbon atoms.
1. A method for producing an azodicarboxylic acid bis(2-alkoxyethyl) ester compound, comprising the steps of:
(a): reacting hydrazine with a halocarbonic acid (2-alkoxyethyl) ester compound represented by formula (2):
wherein A represents an alkyl group having 1 to 10 carbon atoms, and B represents a halogen atom, to give a 1,2-hydrazinedicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (3):
wherein A is as defined above; and
(b): oxidizing the 1,2-hydrazinedicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (3):
wherein A is as defined above, to give an azodicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (1):
wherein A represents an alkyl group having 1 to 10 carbon atoms.
2. A 1,2-hydrazinedicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (3):
wherein A represents an alkyl group having 1 to 10 carbon atoms.
3. The compound according to claim 2 , wherein the alkyl group is a methyl group.
4. A method for producing a 1,2-hydrazinedicarboxylic acid bis(2-alkoxyethyl) ester compound, comprising the step of:
(a): reacting hydrazine with a halocarbonic acid (2-alkoxyethyl) ester compound represented by formula (2):
wherein A represents an alkyl group having 1 to 10 carbon atoms, and B represents a halogen atom, to give a 1,2-hydrazinedicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (3):
wherein A is as defined above.