Ethyl Acetate → HCID 54169012, compound

Temperature

50 °C

1.3 g (11.4 mmol) of 2-amino-6H-1,3-thiazine was dissolved in 4 ml of dimethylformamide, and 2.4 g (14.1 mmol) of n-propyl iodide was added thereto. The mixture was heated at 50° C. for one hour and then stirred at room temperature overnight. To the reaction solution, 100 ml of ethyl acetate was added, and the mixture was stirred and then left to stand still. Then, the ethyl acetate layer was separated and removed by decantation. Then, the residual oily substance was dissolved in 50 ml of methanol, and 30 ml of a methanol solution containing 0.75 g (11.4 mmol) of 85% potassium hydroxide, was added thereto at room temperature. The mixture was further stirred at the same temperature for one hour, and then methanol was distilled off under reduced pressure. To the residue, 60 ml of chloroform was added, and insoluble matters were removed by filtration. Then, the filtrate was concentrated under reduced pressure. The residual oily substance was purified by alumina column chromatography (eluent: chloroform) to obtain 0.4 g of 3,6-dihydro-3-n-propyl-2H-1,3-thiazin-2-imine as an oily substance.

1. stirringthe mixture was stirred
2. waitleft
3. customThen, the ethyl acetate layer was separated
4. customremoved by decantation
5. dissolutionThen, the residual oily substance was dissolved in 50 ml of methanol
6. additionwas added
7. customat room temperature
8. stirringThe mixture was further stirred at the same temperature for one hour
9. distillationmethanol was distilled off under reduced pressure
10. additionTo the residue, 60 ml of chloroform was added
11. custominsoluble matters were removed by filtration
12. concentrationThen, the filtrate was concentrated under reduced pressure
13. customThe residual oily substance was purified by alumina column chromatography (eluent: chloroform)

ORD record

ord-60975d7e4aa04713aa149342d66a2567

Source dataset

uspto-grants-1996_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05500406