Reacción #4910

Ecuación de reacción

2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,4-f][1,4]oxazepin-5(4H)-one

2,4-bis (4-methoxyphenyl)-1,3,2,4-dithiaphosphetane-2,4-disulfide

→

2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,4-f][1,4]oxazepine-5(4H)-thione monohydrochloride

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was refluxed for 2.5 hr
2. 2
   Otrothe toluene solution decanted
3. 3
   OtroThe residue was partitioned between dilute sodium hydroxide and chloroform
4. 4
   SecadoThe chloroform was dried
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe residue was chromatographed on a high pressure liquid chromatograph (Waters 500)
7. 7
   Lavadoeluting with ethyl acetate
8. 8
   workup.ADDITIONThe fraction containing material of molecular weight 257
9. 9
   Concentraciónwas concentrated
10. 10
    workup.ADDITIONThe residue in isopropyl alcohol was treated with hydrogen chloride
11. 11
    Otrothe resulting crystals were collected

Procedimiento

2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,4-f][1,4]oxazepin-5(4H)-one, 15 g (0.06 mole), was dissolved in 200 ml of dry toluene and 15 g (0.037 mole) of [2,4-bis (4-methoxyphenyl)-1,3,2,4-dithiaphosphetane-2,4-disulfide was added. The mixture was refluxed for 2.5 hr and the toluene solution decanted. The residue was partitioned between dilute sodium hydroxide and chloroform. The chloroform was dried and concentrated. The residue was chromatographed on a high pressure liquid chromatograph (Waters 500) using a silica column and eluting with ethyl acetate. The fraction containing material of molecular weight 257 was concentrated. The residue in isopropyl alcohol was treated with hydrogen chloride and the resulting crystals were collected. Yield of hydrochloride salt was 0.1 g (0.6%), m.p. 168°-171° C.

Fuente