Ethanol → HCID 178420441, compound

A solution of 30 g. (0.33 mole) of thiosemicarbazide and 51 g. (0.40 mole) of benzyl chloride in 500 ml. of ethyl alcohol was heated at the reflux temperature for about 3.5 hours. After heating, the reaction mixture was evaporated to dryness under reduced pressure and the residue was dissolved in water. The solution was washed with ethyl acetate and was added to a solution of 25 g. (0.36 mole) of sodium nitrite in 50 ml. of water. The solution was stirred for 15 minutes and then ethyl acetate was added. The organic layer was separated and washed with water, brine, and was dried over sodium sulfate. The dried ethyl acetate solution was evaporated under reduced pressure, and the product obtained as a residue was washed with methylene chloride and recrystallized from ethyl acetate. There was obtained 21 g. of the product melting at about 134° C. to about 136° C.

1. temperatureAfter heating
2. customthe reaction mixture was evaporated to dryness under reduced pressure
3. dissolutionthe residue was dissolved in water
4. washThe solution was washed with ethyl acetate
5. additionwas added to a solution of 25 g
6. customThe organic layer was separated
7. washwashed with water, brine
8. dry with materialwas dried over sodium sulfate
9. customThe dried ethyl acetate solution was evaporated under reduced pressure
10. customthe product obtained as a residue
11. washwas washed with methylene chloride
12. customrecrystallized from ethyl acetate
13. customThere was obtained 21 g

ORD record

ord-31c7ab67846146ae80a36962ff4c102d

Source dataset

uspto-grants-1981_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04304774