反应详情

Methanesulphonyl chloride (16.8 g) in dry chloroform (25 ml) was added dropwise to a stirred solution of mono-N-acetylethylene diamine (15 g) and triethylamine (15 ml) in dry chloroform (25 ml) at 0°. The solution was stirred at ambient temperature for 60 hours. The reaction mixture was then extracted with water (3×50 ml) and the combined aqueous fractions were shaken with chloroform and separated. The aqueous fraction was evaporated in vacuo and the residue in methanol (100 ml) and concentrated hydrochloric acid (50 ml) was heated under reflux for 12 hours. The solvent was then evaporated in vacuo and the residue treated with methanol at reflux. The insoluble solid was filtered off and discarded. The filtrate was evaporated in vacuo and the residue treated with chloroform at reflux. The solvent was decanted leaving N-monomethanesulphonylethylene diamine, hydrochloride as a semi-solid also containing triethylamine hydrochloride. The product was used in the preparation of the product of Example 36 without further purification.

1. extractionThe reaction mixture was then extracted with water (3×50 ml)
2. stirringthe combined aqueous fractions were shaken with chloroform
3. customseparated
4. customThe aqueous fraction was evaporated in vacuo
5. temperaturethe residue in methanol (100 ml) and concentrated hydrochloric acid (50 ml) was heated
6. temperatureunder reflux for 12 hours
7. customThe solvent was then evaporated in vacuo
8. additionthe residue treated with methanol
9. temperatureat reflux
10. filtrationThe insoluble solid was filtered off
11. customThe filtrate was evaporated in vacuo
12. additionthe residue treated with chloroform
13. temperatureat reflux
14. customThe solvent was decanted