Reacción #521737

Ecuación de reacción

N-benzo[b]furan-7-yl-N'-2-hydroxyethylthiourea

sodium

→

title compound

7-(2-Oxazolin-2-yl)amino-benzo[b]furan

Disolventes

ethanol

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder reflux
2. 2
   Temperaturarefluxed for 15 minutes
3. 3
   Filtraciónfiltered
4. 4
   OtroThe filtrate is evaporated to dryness
5. 5
   OtroThe residue is partitioned between 40 ml of 1 N hydrochloric acid and 40 ml of methylene chloride
6. 6
   workup.ADDITIONThe aqueous phase is treated with active charcoal
7. 7
   Filtraciónfiltered
8. 8
   FiltraciónThe resultant precipitate is filtered
9. 9
   Otrodried
10. 10
    Otrorecrystallised from ethyl acetate

Procedimiento

5.4 g of N-benzo[b]furan-7-yl-N'-2-hydroxyethylthiourea in 300 ml of ethanol are boiled under reflux and are treated with a solution of 1.12 g of sodium in 25 ml of ethanol. The hot mixture is treated with 8.1 g of mercury(II) acetate over 1/2 minute, refluxed for 15 minutes and then filtered. The filtrate is evaporated to dryness. The residue is partitioned between 40 ml of 1 N hydrochloric acid and 40 ml of methylene chloride. The aqueous phase is treated with active charcoal, filtered and made alkaline with concentrated ammonia solution. The resultant precipitate is filtered, dried and recrystallised from ethyl acetate to give the title compound in free base form. M.Pt. 124°-6°.

Fuente