Reaktion #4324

Reaktionsgleichung

N,N-diethyl-N'-methylethylenediamine

triethylamine

citric acid

N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]carbamic chloride

→

N-[2-(Diethylamino)ethyl]-N-methyl-N'-(1-methylethyl)-N'-[2-(phenylsulfonyl)ethyl]urea citrate hydrate

Lösungsmittel

tetrahydrofuran

methanol

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in a 60/40 mixture of ether and methylene chloride
3. 3
   ExtraktionThis solution was extracted with several portions of water
4. 4
   Trocknenwas dried over magnesium sulfate
5. 5
   SonstigeThe solvent was removed in vacuo
6. 6
   Sonstigeto give an oil
7. 7
   SonstigeA solid precipitated
8. 8
   Sonstigeto give 11.08 g (82.4%) of white, crystalline solid

Vorschrift

A mixture of 6.65 g (0.023 mole) of N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]carbamic chloride; 3.0 g (0.023 mole) of N,N-diethyl-N'-methylethylenediamine and triethylamine (2.7 g, 0.0267 mole) in 400 ml of tetrahydrofuran was stirred at room temperature for 10 hr. The solvent was removed in vacuo, and the residue was dissolved in a 60/40 mixture of ether and methylene chloride. This solution was extracted with several portions of water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. This was dissolved in methanol, an excess of citric acid was added, and ether was added. A solid precipitated to give 11.08 g (82.4%) of white, crystalline solid; m.p. 77°-82° C.

Quelle