Reaction #452483

Reaction equation

acetone

7-hydroxy-3,4-dihydro-2H-1,4-benzothiazin-3-one

1bromo-3-chloropropane

→

title compound

Yield 50.4%

7-(3-chloropropoxy)-3,4-dihydro-2H-1,4-benzothiazin-3-one

Yield 50.4%

Conditions

Workup

1. 1
   Temperaturewas heated
2. 2
   Temperatureunder reflux
3. 3
   Filtrationinsolube matter was filtered off
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
5. 5
   Otherto purify the same, and
6. 6
   Otherwas then recrystallized from acetone

Procedure

After a mixture consisting of 7-hydroxy-3,4-dihydro-2H-1,4-benzothiazin-3-one (1.812 g, 10 mmol), 1bromo-3-chloropropane (2.362 g, 15 mmol), potassium carbate (4.146 g, 30 mmol) and acetone (40 mmol) was heated under reflux and stirring for 24 hours, insolube matter was filtered off, and the solvent was distilled off under reduced pressure. The residue was subjected to chromatography on a silica gel column (developer: chloroform) to purify the same, and was then recrystallized from acetone. The title compound (1.300 g) was obtained as yellow leaflets (yield: 50.4%).

Source