Reaktion #346495

Reaktionsgleichung

triethylamine

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

methyl isocyanate

→

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

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAddition of the latter
2. 2
   Sonstigegives rise to an exotherm
3. 3
   Sonstigethe solid is collected
4. 4
   Waschenwashed thoroughly with benzene
5. 5
   SonstigeOn drying
6. 6
   SonstigeRecrystallization from acetone
7. 7
   Sonstigegives 1.23 grams, melting point 187.5° C. to 189° C.

Vorschrift

A mixture of 1.89 grams (0.01 mole) of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride in 20 ml. of dry benzene is stirred while 1.05 grams (0.01 mole) of triethylamine and 01.7 ml. (excess) of methyl isocyanate are added successively. Addition of the latter gives rise to an exotherm, and the mixture becomes very pasty. The mixture is kept at 45° C. for 1 hour, and after cooling to room temperature, the solid is collected, washed thoroughly with benzene and then with water. On drying, this gives 1.7 grams (81%) of product, melting point 183° C. to 186° C. Recrystallization from acetone gives 1.23 grams, melting point 187.5° C. to 189° C.

Quelle