1,1'-Carbonyldiimidazole → HCID 20079841, compound

In 10 ml of anhydrous tetrahydrofuran was dissolved 1.5 g of 1-naphthylthioacetic acid and 1.16 g of carbonyldiimidazole was added to the solution followed by stirring at room temperature for 0.5 hours. After 1.08 g of N-pentylethylenediamine was added to the reaction solution, the mixture was stirred at room temperature overnight. The solvent was distilled off under reduced pressure followed by extraction with water and ethyl ether. After the organic layer was taken by fractionation, the organic layer was dried over anhydrous magnesium sulfate. The drying agent was filtered off and the solvent was then removed under reduced pressure. The residue was purified by silica gel column chromatography (Wako Gel C-200, 300 g, methylene chloride/methanol=50/1→10/1) to give 1.06 g (yield: 46%) of the title compound as light yellow oil.

1. additionwas added to the solution
2. stirringthe mixture was stirred at room temperature overnight
3. distillationThe solvent was distilled off under reduced pressure
4. extractionfollowed by extraction with water and ethyl ether
5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
6. filtrationThe drying agent was filtered off
7. customthe solvent was then removed under reduced pressure
8. customThe residue was purified by silica gel column chromatography (Wako Gel C-200, 300 g, methylene chloride/methanol=50/1→10/1)

ORD record

ord-41cedf87e4b1441797e6037fe5ac0649

Source dataset

uspto-grants-1995_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05405873