Reaktion #346525

Reaktionsgleichung

4-hydroxy-4,5,6,7-tetrahydrobenzo[b]thiophene

4-chloro-4,5,6,7-tetrahydrobenzo[b]thiophene

urea

→

4,5,6,7-tetrahydrobenzo[b]-thien-4-ylurea

Lösungsmittel

thionyl chloride

dimethylformamide

diisopropyl ethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture is evaporated to dryness
2. 2
   workup.ADDITIONis poured on ice
3. 3
   Filtrationthe product, 4,5,6,7-tetrahydrobenzo[b]thien-4-ylurea, is collected by filtration

Vorschrift

A 1 gram sample of 4-hydroxy-4,5,6,7-tetrahydrobenzo[b]thiophene is stirred in the cold for several hours in thionyl chloride (5 ml.) and the mixture is evaporated to dryness. The crude 4-chloro-4,5,6,7-tetrahydrobenzo[b]thiophene is then added to a mixture of urea (1- 5 mole-equivalents) in dimethylformamide and diisopropyl ethylamine. The mixture is warmed, after several hours, to 50° C. and after 4 hours is poured on ice and the product, 4,5,6,7-tetrahydrobenzo[b]thien-4-ylurea, is collected by filtration.

Quelle