2-Cyanoethanethioamide → HCID 178510348, compound

At room temperature, 2-cyanothioacetamide (4.5 g, 0.045 mol) was added to an initial charge of sodium methoxide (24.3 g, 0.1.35 mol, 29% in methanol). 100 ml of dimethoxyethane were added. The Gold's reagent prepared as in Example 1 (8.1 g, 0.050 mol) was then added, and the reaction mixture was stirred at room temperature for about 5 hours. The mixture was then heated briefly to 50° C. and left to stand at room temperature overnight. The dimethoxyethane was stripped off on a rotary evaporator, 20 ml of water were added, and then the reaction mixture was cooled in an ice bath. 30 ml of 2N eq. HCl solution were used to adjust the pH to 5.5. After renewed cooling, the solid which had precipitated out was filtered off, then washed with a small amount of cold water and dried at 40° C. in a vacuum drying cabinet to give the title product in a yield of 5.57 g (90.4%) in the form of an orange solid.

1. additionwas then added
2. temperatureThe mixture was then heated briefly to 50° C.
3. waitleft
4. waitto stand at room temperature overnight
5. customThe dimethoxyethane was stripped off on a rotary evaporator, 20 ml of water
6. additionwere added
7. temperaturethe reaction mixture was cooled in an ice bath
8. temperatureAfter renewed cooling
9. customthe solid which had precipitated out
10. filtrationwas filtered off
11. washwashed with a small amount of cold water
12. customdried at 40° C. in a vacuum
13. customdrying cabinet

ORD record

ord-c1ace7f3cd674762a4a9f11b42d27de9

Source dataset

uspto-grants-2000_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06114527