Toluene → Squaric Acid Distearylperimidine

Participants

Reaction Steps

To a 100 ml round bottom flask equipped with Teflon coated stir magnetic and a condenser was charged 2.0 g squaric acid (MW=114), 50 g toluene and 50 g butanol. The round bottom flask was placed in an 80° C. to 90° C. oil bath. After the squaric acid dissolved, 22.3 g distearylperimidine (MW=635) was added. The reaction progress was monitored by uv-vis spectrum, the results of which are illustrated in FIG. 1. The peak at about 811 nm grew and the peak at 355 decreased. After 3.5 hours the absorbance ratio at 811 nm to 355 nm reached the max 11.62. The reaction mixture was quenched in about 400 ml methanol after 5 hrs of reaction. Sticky solids came out and were filtered and rinsed with more methanol three times. The very sticky solids were dissolved in THF and subsequently dried. The yield was about 78%

Provenance & Evidence