Réaction #2383801

Équation de réaction

2,3,4,5-Tetrahydro-1,4-benzoxazepin-7-ylamine hydrochloride

3-thiophenecarboximidothioic acid, methyl ester, hydroiodide

ammonium hydroxide

→

solid

Rendement 22.1%

N-(2,3,4,5-Tetrahydro-1,4-benzoxazepin-7-yl)-3-thiophenecarboximidamide

Rendement 22.1%

Solvants

ethanol

water

Conditions de réaction

Traitement

1. 1
   Températureheated at 60° C. overnight
2. 2
   Températurecooled
3. 3
   AutreThe solid (1.02 g) was collected
4. 4
   AutreThe filtrate was evaporated
5. 5
   workup.ADDITIONthe residue treated with ethyl acetate
6. 6
   AutreThe resulting crystals were collected
7. 7
   Autreobtained previously
8. 8
   Extractionextracted with methylene chloride (3×30 ml)
9. 9
   LavageThe organic extracts were washed with water
10. 10
    Séchagedried over magnesium sulfate
11. 11
    Concentrationconcentrated

Mode opératoire

2,3,4,5-Tetrahydro-1,4-benzoxazepin-7-ylamine hydrochloride (1.84 g, 8.4 mmol) was dissolved in 95% ethanol (40 ml) and 3-thiophenecarboximidothioic acid, methyl ester, hydroiodide (2.85 g, 10 mmol) was added. The mixture was stirred at room temperature for 2 days and then heated at 60° C. overnight and cooled. The solid (1.02 g) was collected. The filtrate was evaporated and the residue treated with ethyl acetate. The resulting crystals were collected and combined with the solid obtained previously. They were dissolved in water (20 ml), basified with conc. ammonium hydroxide, and extracted with methylene chloride (3×30 ml). The organic extracts were washed with water, dried over magnesium sulfate, and concentrated to give a solid (0.508 g), m.p. 150-152° C.

Source