Triethylamine → N,N-Bis[2-(diethylamino)ethyl]-N'-(1-methylethyl)-N'-[2-(phenylsulfonyl)ethyl]urea

HRID 330419

Reaktionsgleichung

Reaktionsgleichung von HRID 330419
[CH3:1][CH:2]([N:4]([CH2:8][CH2:9][S:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:12])=[O:11])[C:5](Cl)=[O:6])[CH3:3].[CH2:19]([N:21]([CH2:32][CH3:33])[CH2:22][CH2:23][NH:24][CH2:25][CH2:26][N:27]([CH2:30][CH3:31])[CH2:28][CH3:29])[CH3:20].C(N(CC)CC)C>O1CCCC1.CCOCC>[CH2:30]([N:27]([CH2:28][CH3:29])[CH2:26][CH2:25][N:24]([CH2:23][CH2:22][N:21]([CH2:32][CH3:33])[CH2:19][CH3:20])[C:5]([N:4]([CH:2]([CH3:3])[CH3:1])[CH2:8][CH2:9][S:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:12])=[O:11])=[O:6])[CH3:31]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 671541,2-Ethanediamine, N2-[2-(diethylamino)ethyl]-N1,N1-diethyl-HCID 13655164N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]carbamic chloride

Produkt 1

HCID 14855301N,N-Bis[2-(diethylamino)ethyl]-N'-(1-methylethyl)-N'-[2-(phenylsulfonyl)ethyl]urea

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 7.67 g (0.0265 mole) of N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]carbamic chloride and 6.24 g (0.029 mole) of N'-[2-(diethylamino)ethyl]-N,N-diethyl-1,2-ethanediamine and 2.73 g (0.0270 mole) of triethylamine in 400 ml of tetrahydrofuran was refluxed for 6 hr and then was stirred at room temperature for 7 hr. The solvent was removed in vacuo and the residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was dried over sodium sulfate, and the solvent was removed in vacuo to give an oil. This was dissolved in ether, and the solution was extracted with three portions of water. The ether solution was dried over sodium sulfate, and the solvent was removed in vacuo to give an oil. This was pumped under high vacuum at 56° C. for 20 hr to give the title compound as an oil.

Aufarbeitung

  1. temperaturewas refluxed for 6 hr
  2. customThe solvent was removed in vacuo
  3. customthe residue was partitioned between methylene chloride and dilute sodium hydroxide
  4. dry with materialThe methylene chloride solution was dried over sodium sulfate
  5. customthe solvent was removed in vacuo
  6. customto give an oil
  7. extractionthe solution was extracted with three portions of water
  8. dry with materialThe ether solution was dried over sodium sulfate
  9. customthe solvent was removed in vacuo
  10. customto give an oil
  11. waitThis was pumped under high vacuum at 56° C. for 20 hr

Quellen und Nachweise

ORD-Eintrag
ord-279c13ebf324458dab675d5378c01dc5
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04895840

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