반응 #334467

반응 방정식

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

Sulfuryl chloride

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crude material

수율 6.4%

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

수율 6.4%

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도heated to reflux
2. 2
   온도at reflux for 30 minutes
3. 3
   온도After cooling
4. 4
   기타the contents of the flask were partitioned between water (150 ml) and benzene (150 ml)
5. 5
   추출the water layer extracted with an additional amount of benzene (2×50 ml)
6. 6
   세척washed with dilute aqueous potassium hydroxide (2×50 ml)
7. 7
   건조The benzene layer was dried over sodium sulfate
8. 8
   농축concentrated by rotary evaporation (~70° C., water aspirator)

실험 절차

A sample of 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-oxazepin-5-(4H)-one hydrochloride (10 g, 136 mole) was dissolved in dimethylformamide (150 ml) and heated to reflux. Sulfuryl chloride (20 g, 0.148 mole) was then added dropwise over a period of 40-50 minutes. The reaction was allowed to stir at reflux for 30 minutes following the addition of SO2Cl2. After cooling, the contents of the flask were partitioned between water (150 ml) and benzene (150 ml). The benzene layer was saved and the water layer extracted with an additional amount of benzene (2×50 ml). The benzene extracts were combined and washed with dilute aqueous potassium hydroxide (2×50 ml) followed by dilute aqueous hydrochloric acid (2×50 ml). The benzene layer was dried over sodium sulfate and concentrated by rotary evaporation (~70° C., water aspirator) yielding 2.61 g of crude material. The crude material was recrystallized from isopropyl ether giving 1.25 g (12.6%) of off-white crystals, m.p. 78°-79° C.

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