Formic Acid → HCID 54041192, compound

Temperature

50 °C

Ethyl 2-(2,3-dihydro-4H-1,4-thiazin-5-yl)-2-methoxyiminoacetate (syn isomer, 5.8 g.) was added to a mixture of acetic anhydride (7.7 g.) and formic acid (3.48 g.), which was warmed at 50° C. for 2 hours previously, under ice-cooling, and stirred at room temperature overnight. After adding chilled water (100 ml.) to the resultant solution, the solution was extracted with ethyl acetate three times. The extract was washed with a saturated aqueous solution of sodium chloride once, an aqueous solution of sodium bicarbonate four times and a saturated aqueous solution of sodium chloride once in turn, and dried over magnesium sulfate. The solution was concentrated in vacuo, and the residue was triturated with diisopropyl ether (15 ml.). The crystals were collected by filtration and washed with diisopropyl ether to give ethyl 2-(4-formyl-2,3-dihydro-4H-1,4-thiazin-5-yl)-2-methoxyiminoacetate (syn isomer, 5.0 g.), mp. 94° to 96° C.

1. temperatureunder ice-cooling
2. additionAfter adding
3. extractionthe solution was extracted with ethyl acetate three times
4. washThe extract was washed with a saturated aqueous solution of sodium chloride once
5. dry with materialan aqueous solution of sodium bicarbonate four times and a saturated aqueous solution of sodium chloride once in turn, and dried over magnesium sulfate
6. concentrationThe solution was concentrated in vacuo
7. customthe residue was triturated with diisopropyl ether (15 ml.)
8. filtrationThe crystals were collected by filtration
9. washwashed with diisopropyl ether

ORD record

ord-d56891e1e9c84d48bf5ceba77fa79d67

Source dataset

uspto-grants-1983_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04371531