Toluene → HCID 53907020, compound

In a 200 ml flask equipped with a stirrer, a condenser and a calcium chloride dryer tube were charged 8.23 g of 3-dodecylthiopropionic acid, 4.6 g of oxalyl chloride and 50 ml of toluene, and the mixture was stirred under room temperature for 20 hours. After completion of the reaction, excessive oxalyl chloride and toluene were removed by distillation under reduced pressure to prepare acid chloride. Whole amount of the resulting acid chloride was gradually added dropwise to 5.2 g of N-(3-aminopropyl)morpholine, 3.7 g of triethylamine and 60 ml of DMAc solution which had been previously charged in a flask, and after completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours. After completion of the reaction, the reaction mixture was poured into 300 ml of distilled water and extracted with chloroform. The chloroform layer was washed with a saturated saline solution and chloroform was removed by distillation. The residue was recrystallized from methanol to obtain 6.5 g of the title compound. Melting point: 46° C.

1. customIn a 200 ml flask equipped with a stirrer, a condenser and a calcium chloride dryer tube
2. customwere removed by distillation under reduced pressure
3. customto prepare acid chloride
4. additionhad been previously charged in a flask
5. additionafter completion of the dropwise addition
6. stirringthe mixture was stirred at room temperature for 2 hours
7. customAfter completion of the reaction
8. extractionextracted with chloroform
9. washThe chloroform layer was washed with a saturated saline solution and chloroform
10. customwas removed by distillation
11. customThe residue was recrystallized from methanol

ORD record

ord-9f6dc074387d411ba124619baf1e6172

Source dataset

uspto-grants-2001_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06184180B2