Reaktion #346510

Reaktionsgleichung

triethylamine

4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride

ethyl isothiocyanate

→

1-ethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)thiourea

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is cooled
2. 2
   Filtrationfiltered
3. 3
   Waschenthe filter cake is washed with hexane
4. 4
   SonstigeThe filtrate is evaporated to dryness
5. 5
   workup.ADDITIONpoured on ice
6. 6
   ExtraktionThe oil is extracted with ether
7. 7
   Waschenthe extract is washed with 1N sulfuric acid, water, and saturated sodium bicarbonate solution
8. 8
   ExtraktionThe ether extract
9. 9
   Sonstigeis dried
10. 10
    Sonstigeevaporated to dryness
11. 11
    Sonstigeto afford an oil
12. 12
    SonstigeThis oil crystallizes in ether

Vorschrift

A sample of 9.48 grams of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride is stirred in 100 ml. of dry tetrahydrofuran, and 6.06 grams of triethylamine is added. After stirring for 15 to 30 minutes, 5.23 grams of ethyl isothiocyanate in 20 ml. of dry tetrahydrofuran is added dropwise, and the mixture is heated for 2 hours at 50° C. The mixture is cooled and filtered, and the filter cake is washed with hexane. The filtrate is evaporated to dryness and poured on ice. The oil is extracted with ether, and the extract is washed with 1N sulfuric acid, water, and saturated sodium bicarbonate solution. The ether extract is dried and evaporated to dryness to afford an oil. This oil crystallizes in ether to afford 1-ethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)thiourea, melting point 106° C. to 112° C.

Quelle