Réaction #4945

Équation de réaction

2-(2-chloroethyl)-2,3-dihydro-2,4-dimethylpyrido[3,2-f]-1,4-oxazepine-5(4H)-thione

dimethylamine

→

yellow crystals

Rendement 76.0%

2-[2-(Dimethylamino)ethyl]-2,3-dihydro-2,4-dimethylpyrido[3,2-f][1,4]oxazepine-5(4H)-thione monohydrochloride

Rendement 76.0%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Températurecooled in an ice bath
2. 2
   AutreThe flask was sealed tightly
3. 3
   workup.WAITleft
4. 4
   AutreThe dimethylamine and methanol were removed by rotary evaporation (60° C.; 30 mm)
5. 5
   Lavagewashed with 3×50 ml dil sodium hydroxide
6. 6
   Séchagedried over anhydrous sodium sulfate
7. 7
   Filtrationfiltered
8. 8
   Concentrationconcentrated by rotary evaporation (70° C.; 30 mm)
9. 9
   workup.DISSOLUTIONThe crude oil was dissolved in isopropyl alcohol
10. 10
    workup.ADDITIONtreated with ethereal hydrogen chloride, which

Mode opératoire

To a suspension of 4.5 g (0.017 mole) of 2-(2-chloroethyl)-2,3-dihydro-2,4-dimethylpyrido[3,2-f]-1,4-oxazepine-5(4H)-thione in 20 ml of methanol, cooled in an ice bath, was added 40 ml of dimethylamine. The flask was sealed tightly and left standing at room temperature for 10 days. The dimethylamine and methanol were removed by rotary evaporation (60° C.; 30 mm). The residue was taken up in 150 ml of chloroform, washed with 3×50 ml dil sodium hydroxide, dried over anhydrous sodium sulfate, filtered and concentrated by rotary evaporation (70° C.; 30 mm). The crude oil was dissolved in isopropyl alcohol and treated with ethereal hydrogen chloride, which yielded 4.0 g (76%) of yellow crystals, m.p. 255° C. with decomposition.

Source