Reaction #1364

Reaction equation

11,15-dihydroxy-13-sulfoethyl-9,13,17-triazapentacosane

maleic anhydride

→

6,10-dihydroxy-4,12-dioctyl-3,13-dioxo-8-sulfoethyl-4,8,12-triaza-1,14-pentadecadiene-1,15-dicarboxylic acid

Yield 80.0%

Solvents

xylene

Conditions

Workup

1. 1
   workup.ADDITIONwere then added
2. 2
   Othera reaction at 50° C. for 6 hours
3. 3
   workup.DISTILLATIONAfter xylene was distilled off under reduced pressure, 300 ml of water
4. 4
   workup.ADDITIONwere added
5. 5
   workup.ADDITION10% sodium hydroxide was further added

Procedure

A reactor was charged with 20 g (0.04 mole) of 11,15-dihydroxy-13-sulfoethyl-9,13,17-triazapentacosane and 100 g of xylene, to which 10 g (0.1 mole) of maleic anhydride were then added with stirring to conduct a reaction at 50° C. for 6 hours. After xylene was distilled off under reduced pressure, 300 ml of water were added, and 10% sodium hydroxide was further added to keep the pH of the reaction mixture at 7. Thereafter, the reaction mixture was subjected to electrodialysis and lyophilized, thereby obtaining 22 g (isolation yield: 80%) of 6,10-dihydroxy-4,12-dioctyl-3,13-dioxo-8-sulfoethyl-4,8,12-triaza-1,14-pentadecadiene-1,15-dicarboxylic acid as white powder.

Source